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8-Amino-7-oxononanoate (M2MDB000959)
| Record Information | |||||||||||||||||||
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| Version | 2.0 | ||||||||||||||||||
| Creation Date | 2012-05-31 14:28:04 -0600 | ||||||||||||||||||
| Update Date | 2015-06-03 17:19:20 -0600 | ||||||||||||||||||
| Secondary Accession Numbers |
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| Identification | |||||||||||||||||||
| Name: | 8-Amino-7-oxononanoate | ||||||||||||||||||
| Description | 8-amino-7-oxononanoate is a member of the chemical class known as Medium-chain Keto Acids and Derivatives. These are keto acids with a 6 to 12 carbon atoms long side chain. 8-amino-8-oxononanoic is involved in biotin biosynthesis. Diaminopelargonic acid aminotransferase (DAPA AT), which is involved in biotin biosynthesis, catalyzes the transamination of 8-amino-7-oxononanoic acid (KAPA) using S-adenosyl-L-methionine (AdoMet) as amino donor. (PMID 16984394) | ||||||||||||||||||
| Structure |  | ||||||||||||||||||
| Synonyms: |
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| Chemical Formula: | C9H17NO3 | ||||||||||||||||||
| Weight: | Average: 187.2362 Monoisotopic: 187.120843415 | ||||||||||||||||||
| InChI Key: | GUAHPAJOXVYFON-UHFFFAOYSA-N | ||||||||||||||||||
| InChI: | InChI=1S/C9H17NO3/c1-7(10)8(11)5-3-2-4-6-9(12)13/h7H,2-6,10H2,1H3,(H,12,13) | ||||||||||||||||||
| CAS number: | 4707-58-8 | ||||||||||||||||||
| IUPAC Name: | Not Available | ||||||||||||||||||
| Traditional IUPAC Name: | Not Available | ||||||||||||||||||
| SMILES: | CC(N)C(=O)CCCCCC(O)=O | ||||||||||||||||||
| Chemical Taxonomy | |||||||||||||||||||
| Description | belongs to the class of organic compounds known as 1,2-diols. These are polyols containing an alcohol group at two adjacent positions. | ||||||||||||||||||
| Kingdom | Organic compounds | ||||||||||||||||||
| Super Class | Organic oxygen compounds | ||||||||||||||||||
| Class | Organooxygen compounds | ||||||||||||||||||
| Sub Class | Alcohols and polyols | ||||||||||||||||||
| Direct Parent | 1,2-diols | ||||||||||||||||||
| Alternative Parents | |||||||||||||||||||
| Substituents |
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| Molecular Framework | Aliphatic acyclic compounds | ||||||||||||||||||
| External Descriptors |
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| Physical Properties | |||||||||||||||||||
| State: | Not Available | ||||||||||||||||||
| Charge: | Not Available | ||||||||||||||||||
| Melting point: | Not Available | ||||||||||||||||||
| Experimental Properties: |
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| Predicted Properties |
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| Biological Properties | |||||||||||||||||||
| Cellular Locations: | Cytoplasm | ||||||||||||||||||
| Reactions: | 8-Amino-7-oxononanoate + S-Adenosylmethionine <> S-Adenosyl-4-methylthio-2-oxobutanoate + 7,8-Diaminononanoate L-Alanine + Pimeloyl-[acyl-carrier protein] > 8-Amino-7-oxononanoate + acyl carrier protein + Carbon dioxide 6-Carboxyhexanoyl-CoA + L-Alanine + Pimeloyl-[acyl-carrier protein] <> 8-Amino-7-oxononanoate + Coenzyme A + Carbon dioxide + Acyl-carrier protein Hydrogen ion + L-Alanine + pimeloyl-CoA > Carbon dioxide + Coenzyme A + 8-Amino-7-oxononanoate S-Adenosylmethionine + 8-Amino-7-oxononanoate > S-Adenosyl-4-methylthio-2-oxobutanoate + 7,8-Diaminononanoate L-Alanine + Hydrogen ion + Pimeloyl-ACPs > 8-Amino-7-oxononanoate + Carbon dioxide + ACP S-adenosyl-L-methionine + 8-Amino-7-oxononanoate > S-Adenosyl-4-methylthio-2-oxobutanoate + 7,8-Diaminononanoate 6-carboxyhexanoyl-CoA + L-Alanine > 8-Amino-7-oxononanoate + CoA + Carbon dioxide a pimeloyl-[acp] + L-Alanine + L-Alanine > Carbon dioxide + a holo-[acyl-carrier protein] + 8-Amino-7-oxononanoate a sulfurated [sulfur carrier] + L-Alanine + L-Alanine > 8-Amino-7-oxononanoate + Coenzyme A + Carbon dioxide 8-Amino-7-oxononanoate + S-adenosyl-L-methionine > a sulfurated [sulfur carrier] + 7,8-Diaminononanoate + 7,8-Diaminononanoate 8 8-Amino-7-oxononanoate + S-Adenosylmethionine <> S-Adenosyl-4-methylthio-2-oxobutanoate +7 7,8-Diaminononanoate 6 6-carboxyhexanoyl-CoA + L-Alanine + Pimeloyl-[acyl-carrier protein] <>8 8-Amino-7-oxononanoate + Coenzyme A + Carbon dioxide + Acyl-carrier protein 8 8-Amino-7-oxononanoate + S-Adenosylmethionine <> S-Adenosyl-4-methylthio-2-oxobutanoate +7 7,8-Diaminononanoate | ||||||||||||||||||
| SMPDB Pathways: |
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| KEGG Pathways: | |||||||||||||||||||
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| Concentrations | |||||||||||||||||||
| Not Available | |||||||||||||||||||
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| Synthesis Reference: | Not Available | ||||||||||||||||||
| Material Safety Data Sheet (MSDS) | Not Available | ||||||||||||||||||
| Links | |||||||||||||||||||
| External Links: |
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Enzymes
- General function:
- Involved in transaminase activity
- Specific function:
- Catalyzes the transfer of the alpha-amino group from S- adenosyl-L-methionine (SAM) to 7-keto-8-aminopelargonic acid (KAPA) to form 7,8-diaminopelargonic acid (DAPA). It is the only animotransferase known to utilize SAM as an amino donor
- Gene Name:
- bioA
- Uniprot ID:
- P12995
- Molecular weight:
- 47335
Reactions
| S-adenosyl-L-methionine + 8-amino-7-oxononanoate = S-adenosyl-4-methylthio-2-oxobutanoate + 7,8-diaminononanoate. |
- General function:
- Involved in 8-amino-7-oxononanoate synthase activity
- Specific function:
- Catalyzes the decarboxylative condensation of pimeloyl- CoA and L-alanine to produce 8-amino-7-oxononanoate (AON), coenzyme A, and carbon dioxide
- Gene Name:
- bioF
- Uniprot ID:
- P12998
- Molecular weight:
- 41594
Reactions
| 6-carboxyhexanoyl-CoA + L-alanine = 8-amino-7-oxononanoate + CoA + CO(2). |