L,L-Diaminopimelic acid
Basic information
- CAS
14289-34-0- Standard SMILES
N[C@@H](CCC[C@H](N)C(=O)O)C(=O)O- InChIKey
GMKMEZVLHJARHF-WHFBIAKZSA-N- Molecular formula
- C7H14N2O4
- Average molar mass
- 190.2 g/mol
- Monoisotopic mass
- 190.09535693
Overview
LL-2,6-diaminopimelic acid is a 2,6-diaminopimelic acid in which both chiral centres have S configuration. It is a component of bacterial cell wall. It has a role as an Escherichia coli metabolite. It is a conjugate acid of a LL-2,6-diaminopimelate(2-). It is a tautomer of a (2S,6S)-2,6-diaminopimelic acid dizwitterion.
Names & identifiers
- Preferred name
- L,L-Diaminopimelic acid
- IUPAC
- (2S,6S)-2,6-diaminoheptanedioic acid
- English name
- (6S,2S)-Diaminopimelic acid
- Molecular formula
- C7H14N2O4
- Molecular weight
- 190.2
Names & synonyms
14289-34-0L,L-Diaminopimelic acidDTXSID701313562RefChem:1088078DTXCID201743380(2S,6S)-2,6-diaminoheptanedioic acid(6S,2S)-DIAMINOPIMELIC ACIDDL-2,6-Diaminopimelic acidLL-2,6-Diaminopimelic aciddiamino-pimelic acidL-Diaminopimelic acidLL-2,6-diaminoheptanedioate
Show more names
L,L-2,6-Diaminopimelic acidL,L-α,ε-Diaminopimelic acidL-threo-2,6-Diaminopimelic acid
LL-2,6-diaminopimelateL,L-2,6-diaminopimelate2,6-diamino-heptanedioic acid(S-(R*,R*))-2,6-Diaminoheptanedioic acidK3I8AN6S7FLL-2,6-diaminoheptanedioic acid(S,S)-2,6-diaminopimelic acidheptanedioic acid, 2,6-diamino-, (2S,6S)-
Database identifiers
- CAS
14289-34-0、583-93-7- PubChem CID
- 439283
- DTXSID
DTXSID701313562- ChEBI
CHEBI:16026- UNII
Properties
Computed structural properties
- XLogP
- -5.9
- Topological polar surface area
- 127 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 6
- Heavy atoms
- 13
- Formal charge
- 0
- Complexity
- 175
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
LipidsFatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Dicarboxylic acids [FA0117]
Melting Point300 °C
Physical DescriptionSolid
Collision Cross Section
140.02 Ų [M-H]- [CCS Type: DT; Method: stepped-field]
145.2 Ų [M+Na]+
Physicochemical properties
- Boiling point
- 426.7 · 426.7±45.0 °C(Predicted)
- Density
- 1.344 · 1.344±0.06 g/cm3(Predicted)
- Melting point
- 309 · 309-312 °C
- pka
- 2.2 · 2.20±0.24(Predicted)
- BRN
- 1726901 · 1726901
- FDA UNII
- 3 I8AN6S7F · K3I8AN6S7F
- WGK Germany
- 3 · 3
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- 3
- hs_code
- 2922500090
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
Upstream & downstream products
Downstream products
Additional notes
DefinitionChEBI: LL-2,6-diaminopimelic acid is a 2,6-diaminopimelic acid in which both chiral centres have S configuration. It is a component of bacterial cell wall. It has a role as an Escherichia coli metabolite. It is a conjugate acid of a LL-2,6-diaminopimelate(2-). It is a tautomer of a (2S,6S)-2,6-diaminopimelic acid dizwitterion.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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