LL-2,6-Diaminoheptanedioate (BioCAD00000013437)
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Metabolite Card
Formula: C7H14N2O4 (190.0954)
SMILES: N[C@@H](CCC[C@H](N)C(O)=O)C(O)=O
Synonyms [en]
LL-2,6-diaminoheptanedioate; LL-2,6-diaminopimelate; (2S,6S)-2,6-diaminoheptanedioic acid; 2,6-diamino-heptanedioic acid; LL-2,6-Diaminopimelic acid; 2,6-diaminopimelate
Last reviewed on 2024-06-28.
Cite this Page
LL-2,6-Diaminoheptanedioate. 数据之源,洞见之始. SMRUCC genomics institute, a synthetic life researcher from China.
https://biocad_registry.innovation.ac.cn/s/(-)-arctiin
(retrieved
2026-01-03) (CAD Registry RN: BioCAD00000013437). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
Diaminopimelic acid or DAPA is a lysine-like amino acid derivative that is a key component of the bacterial cell wall. DAPA is incorporated or integrated into peptidoglycan of gram negative bacteria and is the attachment point for Braun's lipoprotein (BLP or Murein Lipoprotein). BLP is found in gram-negative cell walls and is one of the most abundant membrane proteins. BLP is bound at its C-terminal end (a lysine) by a covalent bond to the peptidoglycan layer (specifically to diaminopimelic acid molecules) and is embedded in the outer membrane by its hydrophobic head (a cysteine with lipids attached). BLP tightly links the two layers and provides structural integrity to the bacterial outer membrane. Diaminopimelic acid can be found in human urine or feces due to the lysis or enzymatic breakdown of gram negative gut microbes.
DBLinks
- CAS Registry Number: 583-93-7
- PubChem CID: 439283
- ChEBI: 16026
- HMDB: HMDB0001370
- LipidMaps: LMFA01170102
- KEGG: C00666
- BioCyc: CPD-20332
- NCBI MeSH: Diaminopimelic Acid
- Wikipedia: Diaminopimelic acid
Other DBLinks
- CAS Registry Number: 14289-34-0
- CAS Registry Number: 583-93-7
- CAS Registry Number: NA
- PubChem: 1549100
- PubChem: 439283
- PubChem: 865
- PubChem: 99290
- ChEBI: ChEBI:16026
- ChEBI: ChEBI:23673
- ChEBI: ChEBI:57609
- HMDB: HMDB0001370
- LipidMaps: LMFA01170102
- KEGG: C00666
- BioCyc: CPD-20332
- BioCyc: LL-DIAMINOPIMELATE
- NCBI MeSH: Diaminopimelic Acid
- Wikipedia: Diaminopimelic acid
- Wikipedia: Diaminopimelic_acid
- DrugBank: DB03590
- RefMet: RM0136793
- MoNA: BAF_UVA_POS001604
- MoNA: BAF_UVA_POS001605
- MoNA: BAF_UVA_POS001606
- MoNA: BAF_UVA_POS001607
- MoNA: BAF_UVA_POS001608
- MoNA: EMBL-MCF_spec104284
- MoNA: EMBL-MCF_spec105581
- MoNA: EMBL-MCF_spec33330
- MoNA: MoNA002307
- MoNA: MoNA002308
- MoNA: MoNA002309
- MoNA: MoNA016757
- MoNA: MoNA024146
- MoNA: MoNA024180
- MoNA: MoNA032633
- MoNA: MoNA032634
- MoNA: MoNA032635
- MoNA: MoNA034761
- MoNA: MoNA034765
- MoNA: MoNA034767
- MoNA: MoNA036445
- MoNA: MoNA036449
- MoNA: MoNA036450
- MoNA: MoNA037383
- MoNA: MoNA038135
- MoNA: MoNA038706
- MoNA: PR100128
- MoNA: PR100129
- MoNA: PR100543
- MoNA: PS020301
- MoNA: PS020302
- MoNA: PS020303
- MoNA: PS020304
- MoNA: PS020305
- Metlin: METLIN_45927
Class / Ontology
- WishartLab ClassyFire: [Amino acids, peptides, and analogues] Amino acids, peptides, and analogues
- RefMet: [Amino acids] Amino acids
- LipidMaps: [Dicarboxylic acids [FA0117]] Dicarboxylic acids [FA0117]
- ChEBI: [CHEBI:16026] LL-2,6-diaminopimelic acid
| ID | EC Number | Name |
|---|---|---|
| KEGG:R02733 | 3.5.1.47 | N6-acetyl-LL-2,6-diaminoheptanedioate amidohydrolase |
| KEGG:R02734 | 3.5.1.18 | N-succinyl-LL-2,6-diaminoheptanedioate amidohydrolase |
| KEGG:R02735 | 5.1.1.7 | LL-2,6-diaminoheptanedioate 2-epimerase |
| KEGG:R07613 | 2.6.1.83 | LL-2,6-diaminoheptanedioate:2-oxoglutarate aminotransferase |
| BioCyc:RXN-7737 | 2.6.1.83 | LL-DIAMINOPIMELATE + 2-KETOGLUTARATE<=>DELTA1-PIPERIDEINE-2-6-DICARBOXYLATE + GLT + WATER + PROTON |
| BioCyc:DIAMINOPIMEPIM-RXN | 5.1.1.7 | LL-DIAMINOPIMELATE --> MESO-DIAMINOPIMELATE |
| BioCyc:SUCCDIAMINOPIMDESUCC-RXN | 3.5.1.18 | WATER + N-SUCCINYLLL-2-6-DIAMINOPIMELATE --> LL-DIAMINOPIMELATE + SUC |
| BioCyc:N-ACETYLDIAMINOPIMELATE-DEACETYLASE-RXN | 3.5.1.47 | WATER + CPD-1771 --> LL-DIAMINOPIMELATE + ACET |
Taxonomy Source
Pathway Synthetic
| pathway id | name |
|---|---|
| BioCyc:TRYPANO_PWY0-781 | aspartate superpathway |
| BioCyc:TRYPANO_PWY-724 | superpathway of lysine, threonine and methionine biosynthesis II |
| BioCyc:TRYPANO_P4-PWY | superpathway of lysine, threonine and methionine biosynthesis I |
| BioCyc:TRYPANO_DAPLYSINESYN-PWY | lysine biosynthesis I |
| BioCyc:TRYPANO_PWY-5097 | lysine biosynthesis VI |
| WikiPathways:WP5060 | Peptidoglycan cytoplasmic synthesis and recycling pathways |
| Plant Reactome:R-OAU-2744345 | Metabolism and regulation |
| Plant Reactome:R-OAU-2744343 | Amino acid metabolism |
| Plant Reactome:R-OAU-1119273 | Lysine biosynthesis I |
| Plant Reactome:R-OMI-5655122 | Amino acid biosynthesis |
| Plant Reactome:R-OMI-1119419 | Lysine biosynthesis VI |
| Plant Reactome:R-PDA-2744345 | Metabolism and regulation |
| Plant Reactome:R-PDA-2744343 | Amino acid metabolism |
| Plant Reactome:R-PDA-1119283 | Lysine biosynthesis II |
| Plant Reactome:R-CCA-1119419 | Lysine biosynthesis VI |
| Plant Reactome:R-EGR-1119283 | Lysine biosynthesis II |
| Plant Reactome:R-JCU-1119419 | Lysine biosynthesis VI |
| Plant Reactome:R-CSI-2744345 | Metabolism and regulation |
| Plant Reactome:R-CSI-2744343 | Amino acid metabolism |
| Plant Reactome:R-MDO-2744345 | Metabolism and regulation |