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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1) Show 1 protein XML

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2007-05-23 11:20:02 UTC

Update Date

2021-10-13 04:49:00 UTC

HMDB ID

HMDB0006483

Secondary Accession Numbers

HMDB06483

Metabolite Identification

Common Name

D-Aspartic acid

Description

D-Aspartic acid is the D-isomer of aspartic acid. Since its discovery in invertebrates, free D-aspartate (D-Asp) has been identified in a variety of organisms, including microorganisms, plants, and lower animals, mammals and humans. D-Asp in mammalian tissues is present in specific cells, indicating the existence of specific molecular components that regulate D-Asp levels and localization in tissues. In the rat adrenal medulla, D-Asp is closely associated with adrenaline-cells (A-cells), which account for approximately 80% of the total number of chromaffin cells in the tissue, and which make and store adrenaline. D-Asp appears to be absent from noradrenaline-cells (NA-cells), which comprise approximately 20% of the total number of chromaffin cells in the adrenal medulla, and which make and store noradrenaline. D-aspartate oxidase (EC 1.4.3.1, D-AspO), which catalyzes oxidative deamination of D-Asp, appears to be present only in NA-cells, suggesting that the lack of D-Asp in these cells is due to D-Asp oxidase-mediated metabolism of D-Asp. In the rat adrenal cortex, the distribution of D-Asp changes during development. It has been suggested that developmental changes in the localization of D-Asp reflects the participation of D-Asp in the development and maturation of steroidogenesis in rat adrenal cortical cells. D-Asp is involved in steroid hormone synthesis and secretion in mammals as well. D-Asp is synthesized intracellularly, most likely by Asp racemase (EC 5.1.1.13). Endogenous D-Asp apparently has two different intracellular localization patterns: cytoplasmic and vesicular. D-Asp release can occur through three distinct pathways: 1) spontaneous, continuous release of cytoplasmic D-Asp, which is not associated with a specific stimulus; 2) release of cytoplasmic D-Asp via a volume-sensitive organic anion channel that connects the cytoplasm and extracellular space; 3) exocytotic discharge of vesicular D-Asp. D-Asp can be released via a mechanism that involves the L-Glu transporter. D-Asp is thus apparently in dynamic flux at the cellular level to carry out its physiological function(s) in mammals (PMID:16755369 ).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(R)-2-Aminobutanedioic acid	ChEBI
(R)-2-Aminosuccinic acid	ChEBI
Aspartic acid D-form	ChEBI
D-Asparaginsaeure	ChEBI
DAS	ChEBI
(R)-2-Aminobutanedioate	Generator
(R)-2-Aminosuccinate	Generator
Aspartate D-form	Generator
D-Aspartate	Generator
D Aspartate	MeSH
D Aspartic acid	MeSH
(-)-Aspartic acid	HMDB
(2R)-2-Aminobutanedioate	HMDB
(2R)-2-Aminobutanedioic acid	HMDB
(R)-Aspartic acid	HMDB
1-amino-1,2-Carboxyethane	HMDB
Aspartic acid	HMDB
D-(-)-Aspartic acid	HMDB
delta-(-)-Aspartic acid	HMDB
delta-Asparaginsaeure	HMDB
delta-Aspartate	HMDB
delta-Aspartic acid	HMDB
Lopac-alpha-9256	HMDB
Tocris-0213	HMDB

Chemical Formula

C₄H₇NO₄

Average Molecular Weight

133.1027

Monoisotopic Molecular Weight

133.037507717

IUPAC Name

(2R)-2-aminobutanedioic acid

Traditional Name

D-aspartic acid

CAS Registry Number

1783-96-6

SMILES

N[C@H](CC(O)=O)C(O)=O

InChI Identifier

InChI=1S/C4H7NO4/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H,6,7)(H,8,9)/t2-/m1/s1

InChI Key

CKLJMWTZIZZHCS-UWTATZPHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aspartic acid and derivatives. Aspartic acid and derivatives are compounds containing an aspartic acid or a derivative thereof resulting from reaction of aspartic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Aspartic acid and derivatives

Alternative Parents

Substituents

Aspartic acid or derivatives
Alpha-amino acid
D-alpha-amino acid
Dicarboxylic acid or derivatives
Fatty acid
Amino acid
Carboxylic acid
Organic oxide
Organopnictogen compound
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Organic oxygen compound
Carbonyl group
Amine
Organic nitrogen compound
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

D-alpha-amino acid (CHEBI:17364 )
aspartic acid (CHEBI:17364 )
Other amino acids (C00402 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	264.12 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	1000000 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	-1.075 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	Baker	121.851	30932474
[M-H]-	MetCCS_train_neg	116.91	30932474
[M-H]-	Not Available	116.91	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000068
[M-H]-	Not Available	120.3	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001748

Predicted Molecular Properties

Property	Value	Source
Water Solubility	142 g/L	ALOGPS
logP	-3.5	ALOGPS
logP	-3.5	ChemAxon
logS	0.03	ALOGPS
pKa (Strongest Acidic)	1.7	ChemAxon
pKa (Strongest Basic)	9.61	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	100.62 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	26.53 m³·mol⁻¹	ChemAxon
Polarizability	11.35 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	127.814	31661259
DarkChem	[M-H]-	121.891	31661259
DeepCCS	[M+H]+	122.152	30932474
DeepCCS	[M-H]-	118.565	30932474
DeepCCS	[M-2H]-	155.854	30932474
DeepCCS	[M+Na]+	130.883	30932474
AllCCS	[M+H]+	131.7	32859911
AllCCS	[M+H-H2O]+	127.6	32859911
AllCCS	[M+NH4]+	135.5	32859911
AllCCS	[M+Na]+	136.6	32859911
AllCCS	[M-H]-	122.8	32859911
AllCCS	[M+Na-2H]-	125.4	32859911
AllCCS	[M+HCOO]-	128.4	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	0.59 minutes	32390414
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	-6.23 minutes	32390414
Predicted by Siyang on May 30, 2022	9.4032 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	8.51 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	418.0 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	481.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	355.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	37.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	231.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	106.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	299.4 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	222.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	897.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	587.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	41.4 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	693.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	223.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	352.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	730.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	503.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	484.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
D-Aspartic acid	N[C@H](CC(O)=O)C(O)=O	2046.8	Standard polar	33892256
D-Aspartic acid	N[C@H](CC(O)=O)C(O)=O	1109.6	Standard non polar	33892256
D-Aspartic acid	N[C@H](CC(O)=O)C(O)=O	1665.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
D-Aspartic acid,1TMS,isomer #1	C[Si](C)(C)OC(=O)C[C@@H](N)C(=O)O	1393.4	Semi standard non polar	33892256
D-Aspartic acid,1TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H](N)CC(=O)O	1347.9	Semi standard non polar	33892256
D-Aspartic acid,1TMS,isomer #3	C[Si](C)(C)N[C@H](CC(=O)O)C(=O)O	1412.7	Semi standard non polar	33892256
D-Aspartic acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)C[C@@H](N)C(=O)O[Si](C)(C)C	1413.6	Semi standard non polar	33892256
D-Aspartic acid,2TMS,isomer #2	C[Si](C)(C)N[C@H](CC(=O)O[Si](C)(C)C)C(=O)O	1504.6	Semi standard non polar	33892256
D-Aspartic acid,2TMS,isomer #3	C[Si](C)(C)N[C@H](CC(=O)O)C(=O)O[Si](C)(C)C	1457.1	Semi standard non polar	33892256
D-Aspartic acid,2TMS,isomer #4	C[Si](C)(C)N([C@H](CC(=O)O)C(=O)O)[Si](C)(C)C	1619.8	Semi standard non polar	33892256
D-Aspartic acid,3TMS,isomer #1	C[Si](C)(C)N[C@H](CC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	1548.8	Semi standard non polar	33892256
D-Aspartic acid,3TMS,isomer #1	C[Si](C)(C)N[C@H](CC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	1566.3	Standard non polar	33892256
D-Aspartic acid,3TMS,isomer #1	C[Si](C)(C)N[C@H](CC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	1715.5	Standard polar	33892256
D-Aspartic acid,3TMS,isomer #2	C[Si](C)(C)OC(=O)C[C@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	1651.1	Semi standard non polar	33892256
D-Aspartic acid,3TMS,isomer #2	C[Si](C)(C)OC(=O)C[C@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	1611.5	Standard non polar	33892256
D-Aspartic acid,3TMS,isomer #2	C[Si](C)(C)OC(=O)C[C@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	1863.4	Standard polar	33892256
D-Aspartic acid,3TMS,isomer #3	C[Si](C)(C)OC(=O)[C@@H](CC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	1628.8	Semi standard non polar	33892256
D-Aspartic acid,3TMS,isomer #3	C[Si](C)(C)OC(=O)[C@@H](CC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	1614.9	Standard non polar	33892256
D-Aspartic acid,3TMS,isomer #3	C[Si](C)(C)OC(=O)[C@@H](CC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	1811.5	Standard polar	33892256
D-Aspartic acid,4TMS,isomer #1	C[Si](C)(C)OC(=O)C[C@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1707.3	Semi standard non polar	33892256
D-Aspartic acid,4TMS,isomer #1	C[Si](C)(C)OC(=O)C[C@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1680.4	Standard non polar	33892256
D-Aspartic acid,4TMS,isomer #1	C[Si](C)(C)OC(=O)C[C@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1664.0	Standard polar	33892256
D-Aspartic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C[C@@H](N)C(=O)O	1626.3	Semi standard non polar	33892256
D-Aspartic acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H](N)CC(=O)O	1598.8	Semi standard non polar	33892256
D-Aspartic acid,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@H](CC(=O)O)C(=O)O	1672.0	Semi standard non polar	33892256
D-Aspartic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C[C@@H](N)C(=O)O[Si](C)(C)C(C)(C)C	1857.9	Semi standard non polar	33892256
D-Aspartic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@H](CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	1937.4	Semi standard non polar	33892256
D-Aspartic acid,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@H](CC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C	1898.5	Semi standard non polar	33892256
D-Aspartic acid,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N([C@H](CC(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C	2057.2	Semi standard non polar	33892256
D-Aspartic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@H](CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2153.5	Semi standard non polar	33892256
D-Aspartic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@H](CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2162.8	Standard non polar	33892256
D-Aspartic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@H](CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2113.0	Standard polar	33892256
D-Aspartic acid,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C[C@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2292.4	Semi standard non polar	33892256
D-Aspartic acid,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C[C@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2222.1	Standard non polar	33892256
D-Aspartic acid,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C[C@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2173.3	Standard polar	33892256
D-Aspartic acid,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](CC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2301.2	Semi standard non polar	33892256
D-Aspartic acid,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](CC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2201.8	Standard non polar	33892256
D-Aspartic acid,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](CC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2143.9	Standard polar	33892256
D-Aspartic acid,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C[C@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2544.7	Semi standard non polar	33892256
D-Aspartic acid,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C[C@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2441.4	Standard non polar	33892256
D-Aspartic acid,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C[C@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2169.3	Standard polar	33892256

Spectra

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Peroxisome

Biospecimen Locations

Blood
Cerebrospinal Fluid (CSF)
Feces
Urine

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Aspartate Metabolism
Canavan Disease		Not Available
Hypoacetylaspartia		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0-17 uM	Newborn (0-30 days old)	Both	Normal	BC Children's Hos...	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	22024767	details
Blood	Detected and Quantified	0-14 uM	Children (6 - 18 years old)	Both	Normal	BC Children's Hos...	details
Blood	Detected and Quantified	0-12 uM	Children (3 months - 6 years old)	Both	Normal	BC Children's Hos...	details
Blood	Detected and Quantified	0-8 uM	Infant (1 - 3 months old)	Both	Normal	BC Children's Hos...	details
Blood	Detected and Quantified	16.0 +/- 3.0 uM	Children (1-13 years old)	Not Specified	Normal	Geigy Scientific ...	details
Blood	Detected and Quantified	20.0 +/- 5.0 uM	Adult (>18 years old)	Female	Normal	Geigy Scientific ...	details
Blood	Detected and Quantified	21.0 +/- 5.0 uM	Adult (>18 years old)	Male	Normal	Geigy Scientific ...	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0-1 uM	Children (0 - 10 years old)	Both	Normal	BC Children's Hos...	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0-1 uM	Adolescent (>11 years old)	Both	Normal	BC Children's Hos...	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	21330412	details
Feces	Detected but not Quantified	Not Quantified	Infant (0-1 year old)	Both	Normal	22411374	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	24029555	details
Feces	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	19573517	details
Feces	Detected but not Quantified	Not Quantified	Children (1-13 years old)	Both	Normal	24130822	details
Urine	Detected and Quantified	<1.13 umol/mmol creatinine	Adult (>18 years old)	Not Specified	Normal	Mayo Clinic	details
Urine	Detected and Quantified	<1.24 umol/mmol creatinine	Adolescent (13-18 years old)	Not Specified	Normal	Mayo Clinic	details
Urine	Detected and Quantified	<1.018 umol/mmol creatinine	Children (1-13 years old)	Not Specified	Normal	Mayo Clinic	details
Urine	Detected and Quantified	<3.39 umol/mmol creatinine	Children (1-13 years old)	Not Specified	Normal	Mayo Clinic	details
Urine	Detected and Quantified	<6.33 umol/mmol creatinine	Children (1-13 years old)	Not Specified	Normal	Mayo Clinic	details
Urine	Detected and Quantified	<7.24 umol/mmol creatinine	Infant (0-1 year old)	Not Specified	Normal	Mayo Clinic	details
Urine	Detected and Quantified	0 - 5.65 umol/mmol creatinine	Adult (>21 years old)	Both	Normal	BC Children's Hos...	details
Urine	Detected and Quantified	0 - 4.52 umol/mmol creatinine	Adolescent (13 - 21 years old)	Both	Normal	BC Children's Hos...	details
Urine	Detected and Quantified	1.02 - 9.95 umol/mmol creatinine	Children (4 - 13 years old)	Both	Normal	BC Children's Hos...	details
Urine	Detected and Quantified	2.04 - 8.03 umol/mmol creatinine	Children (2 - 4 years old)	Both	Normal	BC Children's Hos...	details
Urine	Detected and Quantified	3.05 - 9.95 umol/mmol creatinine	Children (1 - 2 years old)	Both	Normal	BC Children's Hos...	details
Urine	Detected and Quantified	3.05 - 11.98 umol/mmol creatinine	Infant (6 months - <1 year old)	Both	Normal	BC Children's Hos...	details
Urine	Detected and Quantified	2.04 - 16.05 umol/mmol creatinine	Infant (1 - 6 months old)	Both	Normal	BC Children's Hos...	details
Urine	Detected and Quantified	1.92 - 11.98 umol/mmol creatinine	Newborn (0-30 days old)	Both	Normal	BC Children's Hos...	details
Urine	Detected and Quantified	<5.26-127.78 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	David F. Putnam C...	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Schizophrenia	22024767	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Irritable bowel syndrome	21330412	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Crohn's disease	17269711	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	23940645	details
Feces	Detected but not Quantified	Not Quantified	Children (1-13 years old)	Both	Autism	24130822	details

Associated Disorders and Diseases

Disease References

Schizophrenia
Yang J, Chen T, Sun L, Zhao Z, Qi X, Zhou K, Cao Y, Wang X, Qiu Y, Su M, Zhao A, Wang P, Yang P, Wu J, Feng G, He L, Jia W, Wan C: Potential metabolite markers of schizophrenia. Mol Psychiatry. 2013 Jan;18(1):67-78. doi: 10.1038/mp.2011.131. Epub 2011 Oct 25. [PubMed:22024767 ]
Irritable bowel syndrome
Ponnusamy K, Choi JN, Kim J, Lee SY, Lee CH: Microbial community and metabolomic comparison of irritable bowel syndrome faeces. J Med Microbiol. 2011 Jun;60(Pt 6):817-27. doi: 10.1099/jmm.0.028126-0. Epub 2011 Feb 17. [PubMed:21330412 ]
Crohn's disease
Marchesi JR, Holmes E, Khan F, Kochhar S, Scanlan P, Shanahan F, Wilson ID, Wang Y: Rapid and noninvasive metabonomic characterization of inflammatory bowel disease. J Proteome Res. 2007 Feb;6(2):546-51. [PubMed:17269711 ]
Colorectal cancer
Weir TL, Manter DK, Sheflin AM, Barnett BA, Heuberger AL, Ryan EP: Stool microbiome and metabolome differences between colorectal cancer patients and healthy adults. PLoS One. 2013 Aug 6;8(8):e70803. doi: 10.1371/journal.pone.0070803. Print 2013. [PubMed:23940645 ]
Autism
De Angelis M, Piccolo M, Vannini L, Siragusa S, De Giacomo A, Serrazzanetti DI, Cristofori F, Guerzoni ME, Gobbetti M, Francavilla R: Fecal microbiota and metabolome of children with autism and pervasive developmental disorder not otherwise specified. PLoS One. 2013 Oct 9;8(10):e76993. doi: 10.1371/journal.pone.0076993. eCollection 2013. [PubMed:24130822 ]

Associated OMIM IDs

181500 (Schizophrenia)
266600 (Crohn's disease)
114500 (Colorectal cancer)
209850 (Autism)

External Links

DrugBank ID

DB02655

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023933

KNApSAcK ID

Not Available

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

83887

PDB ID

DAS

ChEBI ID

17364

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1233701

References

Synthesis Reference

Harada, Kaoru. Direct resolution of DL-aspartic acid with an optically active amine. Bulletin of the Chemical Society of Japan (1964), 37(9), 1383-4.

Material Safety Data Sheet (MSDS)

Not Available

General References

Homma H: Biochemistry of D-aspartate in mammalian cells. Amino Acids. 2007 Jan;32(1):3-11. Epub 2006 Jun 7. [PubMed:16755369 ]
Brunk E, Sahoo S, Zielinski DC, Altunkaya A, Drager A, Mih N, Gatto F, Nilsson A, Preciat Gonzalez GA, Aurich MK, Prlic A, Sastry A, Danielsdottir AD, Heinken A, Noronha A, Rose PW, Burley SK, Fleming RMT, Nielsen J, Thiele I, Palsson BO: Recon3D enables a three-dimensional view of gene variation in human metabolism. Nat Biotechnol. 2018 Mar;36(3):272-281. doi: 10.1038/nbt.4072. Epub 2018 Feb 19. [PubMed:29457794 ]

Enzymes

Enzyme Details

1. D-aspartate oxidase

General function:: Involved in D-amino-acid oxidase activity
Specific function:: Selectively catalyzes the oxidative deamination of D-aspartate and its N-methylated derivative, N-methyl D-aspartate.
Gene Name:: DDO
Uniprot ID:: Q99489
Molecular weight:: 40992.53

Reactions

D-Aspartic acid + Water + Oxygen → Oxalacetic acid + Ammonia + Hydrogen peroxide	details

Showing metabocard for D-Aspartic acid (HMDB0006483)

MOL for HMDB0006483 (D-Aspartic acid)

3D MOL for HMDB0006483 (D-Aspartic acid)

3D SDF for HMDB0006483 (D-Aspartic acid)

3D-SDF for HMDB0006483 (D-Aspartic acid)

PDB for HMDB0006483 (D-Aspartic acid)

3D PDB for HMDB0006483 (D-Aspartic acid)

SMILES for HMDB0006483 (D-Aspartic acid)

INCHI for HMDB0006483 (D-Aspartic acid)

Structure for HMDB0006483 (D-Aspartic acid)

3D Structure for HMDB0006483 (D-Aspartic acid)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

Enzymes

Reactions