Synonyms: a β-hydroxymyristoyl-[acp]; a (3R)-3-hydroxymyristoyl-[acyl-carrier protein]; a (3R)-3-hydroxytetradecanoyl-[acyl-carrier protein]; a (3R)-3-hydroxymyristoyl-[acp]
SMILES: CCCCCCCCCCC[C@@H](O)CC(SCCNC(=O)CCNC([C@H](O)C(C)(C)COP(=O)([O-])OC[C@H](N[a soluble apo-[acyl-carrier protein]])C(=O)[a soluble apo-[acyl-carrier protein]])=O)=O
Unification Links: Kegg:C04688, MetaNetX:MNXM7733, Seed:cpd11484
Reactions known to consume the compound:
lipid IVA biosynthesis (E. coli)
:
(3R)-3-hydroxytetradecanoyl-[acp] + UDP-3-O-[(3R)-3-hydroxymyristoyl]-α-D-glucosamine → UDP-2-N,3-O-bis[(3R)-3-hydroxytetradecanoyl]-α-D-glucosamine + acyl-carrier protein + H+
UDP-N-acetyl-α-D-glucosamine + (3R)-3-hydroxytetradecanoyl-[acp] → UDP-3-O-[(3R)-3-hydroxymyristoyl]-N-acetyl-α-D-glucosamine + acyl-carrier protein
lipid IVA biosynthesis (Vibrio cholerae serogroup O1 El Tor)
:
(3R)-3-hydroxytetradecanoyl-[acp] + UDP-3-O-[(3R)-3-hydroxydodecanoyl]-α-D-glucosamine → UDP-2-N-[(3R)-3-hydroxytetradecanoyl]-3-O-[(3R)-3-hydroxydodecanoyl]-α-D-glucosamine + acyl-carrier protein + H+
mycolate biosynthesis
,
palmitate biosynthesis II (type II fatty acid synthase)
,
palmitate biosynthesis III
,
tetradecanoate biosynthesis (mitochondria)
:
(3R)-3-hydroxytetradecanoyl-[acp] → (2E)-tetradec-2-enoyl-[acp] + H2O
fatty acid elongation -- saturated
:
(3R)-3-hydroxyacyl-[acyl-carrier protein] → trans-2-enoyl-[acyl-carrier protein] + H2O
lipid IVA biosynthesis (generic)
:
UDP-N-acetyl-α-D-glucosamine + (3R)-3-hydroxyacyl-[acyl-carrier protein] → UDP-3-O-[(3R)-3-hydroxyacyl]-N-acetyl-α-D-glucosamine + acyl-carrier protein
(3R)-3-hydroxyacyl-[acyl-carrier protein] + UDP-3-O-[(3R)-3-hydroxyacyl]-α-D-glucosamine → UDP-2-N,3-O-bis[(3R)-3-hydroxyacyl]-α-D-glucosamine + acyl-carrier protein + H+
ornithine lipid biosynthesis
:
L-ornithine + (3R)-3-hydroxyacyl-[acyl-carrier protein] → a lyso-ornithine lipid + acyl-carrier protein + H+
rhamnolipid biosynthesis
:
2 (3R)-3-hydroxyacyl-[acyl-carrier protein] + H2O → a 3-(3-hydroxyalkanoyloxy)alkanoate + 2 acyl-carrier protein + H+
Not in pathways:
(3R)-3-hydroxyacyl-[acyl-carrier protein] + coenzyme A → a 2,3,4-saturated (3R)-3-hydroxyacyl-CoA + acyl-carrier protein
(3R)-3-hydroxyacyl-[acyl-carrier protein] + UDP-2-acetamido-3-amino-2,3-dideoxy-α-D-glucopyranose → a UDP-2-acetamido-2,3-dideoxy-3-{[(3R)-3-hydroxyacyl]amino}-α-D-glucopyranose + acyl-carrier protein
autoinducer AI-1 biosynthesis
:
S-adenosyl-L-methionine + acyl-[acyl-carrier protein] → acyl-carrier protein + S-methyl-5'-thioadenosine + an N-acyl-L-homoserine lactone + H+
CDP-diacylglycerol biosynthesis II
:
a 2-lysophosphatidate + acyl-[acyl-carrier protein] → a phosphatidate + acyl-carrier protein
acyl-[acyl-carrier protein] + sn-glycerol 3-phosphate → a 2-lysophosphatidate + acyl-carrier protein
CDP-diacylglycerol biosynthesis III
:
a 2-lysophosphatidate + acyl-[acyl-carrier protein] → a phosphatidate + acyl-carrier protein
oleate biosynthesis III (cyanobacteria)
:
acyl-[acyl-carrier protein] + 1-stearoyl-sn-glycerol 3-phosphate → a 1-stearoyl 2-acyl-sn-glycerol 3-phosphate + acyl-carrier protein
ornithine lipid biosynthesis
:
a lyso-ornithine lipid + acyl-[acyl-carrier protein] → an ornithine lipid + acyl-carrier protein
terminal olefins biosynthesis II
:
acyl-[acyl-carrier protein] + malonyl-CoA + reduced two electron carrier + H+ → a terminal olefin + 2 CO2 + acyl-carrier protein + coenzyme A + oxidized electron carrier
tunicamycin biosynthesis
:
acyl-[acyl-carrier protein] + N-acetyl-D-glucosaminyl-tunicaminyl-uracil → a tunicamycin + acyl-carrier protein + H+
Not in pathways:
acyl-[acyl-carrier protein] + a 1-lysophosphatidate → a phosphatidate + acyl-carrier protein
acyl-[acyl-carrier protein] + a [protein]-L-lysine → [protein]-N6-acyl-L-lysine + soluble holo-[acyl-carrier protein]
Reactions known to produce the compound:
mycolate biosynthesis
,
palmitate biosynthesis II (type II fatty acid synthase)
,
palmitate biosynthesis III
,
tetradecanoate biosynthesis (mitochondria)
:
(3R)-3-hydroxytetradecanoyl-[acp] + NADP+ ← 3-oxotetradecanoyl-[acp] + NADPH + H+
fatty acid elongation -- saturated
:
(3R)-3-hydroxyacyl-[acyl-carrier protein] + NADP+ ← 3-oxoacyl-[acyl-carrier protein] + NADPH + H+
Not in pathways:
(3R)-3-hydroxyacyl-[acyl-carrier protein] + NAD+ ← 3-oxoacyl-[acyl-carrier protein] + NADH + H+
Not in pathways:
acyl-[acyl-carrier protein] + NAD+ ← trans-2-enoyl-[acyl-carrier protein] + NADH + H+
Reactions known to both consume and produce the compound:
Not in pathways:
acyl-[acyl-carrier protein] + a 1-lysophosphatidylethanolamine ↔ acyl-carrier protein + a phosphatidylethanolamine
In Reactions of unknown directionality:
Not in pathways:
an sn-3-D-galactosyl-sn-2-acylglycerol + acyl-[acyl-carrier protein] = acyl-carrier protein + a 1,2-diacyl-3-O-(β-D-galactopyranosyl)-sn-glycerol
Report Errors or Provide Feedback
Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 46(D1):D633-D639 2018
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