FComEx: Diaminopimelic acid (PC000264)

Record Information

Version

1.0

Creation date

2015-10-09 22:29:33 UTC

Update date

2017-01-19 02:36:18 UTC

FoodComEx ID

PC000264

FoodDB Record

FDB022583

Chemical Information

Name

Diaminopimelic acid

Description

Diaminopimelic acid, also known as LL-2,6-diaminopimelate or DAPA, belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. A Diaminopimelic acid in which both chiral centres have S configuration. Diaminopimelic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Diaminopimelic acid exists in all living species, ranging from bacteria to humans. Outside of the human body, Diaminopimelic acid has been detected, but not quantified in, several different foods, such as breadfruits, horned melons, daikon radish, malabar spinachs, and hard wheats. This could make diaminopimelic acid a potential biomarker for the consumption of these foods.

CAS Number

583-93-7

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
( (R,S)-2,6-diamino-Heptanedioate	hmdb
( (R,S)-2,6-diamino-Heptanedioic acid	hmdb
(2R,6S)-2,6-diamino-heptanedioate	hmdb
(2R,6S)-2,6-diamino-heptanedioic acid	hmdb
(R,S)-2,6-diamino-Heptanedioate	hmdb
(R,S)-2,6-diamino-Heptanedioic acid	hmdb
(S-(R,r))-2,6-diaminoheptanedioate	Generator
(S-(R,r))-2,6-diaminoheptanedioic acid	ChEBI
(S,S)-2,6-Diaminopimelate	Generator
(S,S)-2,6-Diaminopimelic acid	ChEBI
2,6-diamino-Heptanedioate	hmdb
2,6-diamino-Heptanedioic acid	hmdb
2,6-Diaminoheptanedioate	hmdb
2,6-Diaminoheptanedioic acid	hmdb
2,6-Diaminopimelate	hmdb
2,6-Diaminopimelic acid	hmdb
a,a'-Diaminopimelate	hmdb
a,a'-Diaminopimelic acid	hmdb
a,e-Diaminopimelate	hmdb
a,e-Diaminopimelic acid	hmdb
D,L-diaminopimelate	hmdb
D,L-meso-diaminoheptanedioate	hmdb
D,L-meso-diaminoheptanedioic acid	hmdb
DAPA	hmdb
Diaminopimelic acid	hmdb
dl-2,6-Diaminoheptanedioate	hmdb
dl-2,6-Diaminoheptanedioic acid	hmdb
DL-2,6-Diaminopimelate	hmdb
DL-2,6-Diaminopimelic acid	hmdb
L,L-2,6-diaminoheptanedioate	hmdb
L,L-2,6-diaminoheptanedioic acid	hmdb
L,L-2,6-diaminopimelate	hmdb
L,L-2,6-Diaminopimelic acid	ChEBI
L,L-diaminopimelate	hmdb
LL-2,6-diaminoheptanedioate	hmdb
LL-2,6-diaminoheptanedioic acid	hmdb
LL-2,6-diaminopimelate	ChEBI
LL-2,6-Diaminopimelic acid	hmdb
meso-1-alpha,epsilon-diaminopimelate	hmdb
meso-2,6-diamino-Heptanedioate	hmdb
meso-2,6-diamino-Heptanedioic acid	hmdb
meso-2,6-diaminoheptanedioate	hmdb
meso-2,6-diaminoheptanedioic acid	hmdb
meso-alpha,alpha'-Diaminopimelate	hmdb
meso-alpha,alpha'-Diaminopimelic acid	hmdb
meso-alpha,epsilon-Diaminopimelate	hmdb
meso-alpha,epsilon-Diaminopimelic acid	hmdb
meso-diaminoheptanedioate	hmdb
meso-diaminoheptanedioic acid	hmdb
meso-diaminopimelate	hmdb

Chemical Formula

C7H14N2O4

IUPAC name

(2S,6S)-2,6-diaminoheptanedioic acid

InChI Identifier

InChI=1S/C7H14N2O4/c8-4(6(10)11)2-1-3-5(9)7(12)13/h4-5H,1-3,8-9H2,(H,10,11)(H,12,13)/t4-,5-/m0/s1

InChI Key

GMKMEZVLHJARHF-WHFBIAKZSA-N

Isomeric SMILES

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

Average Molecular Weight

190.1971

Monoisotopic Molecular Weight

190.095356946

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

L-alpha-amino acids

Alternative Parents