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870706P

Avanti

06:0 Coenzyme A

Avanti Research™ - A Croda Brand

Synonym(s):

hexanoyl Coenzyme A (ammonium salt)

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About This Item

Empirical Formula (Hill Notation):
C27H55N10O17P3S
CAS Number:
799812-81-0
Molecular Weight:
916.77
MDL number:
MFCD22416618
UNSPSC Code:
12352211
NACRES:
NA.25
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Product Name

06:0 Coenzyme A, Avanti Research™ - A Croda Brand 870706P, powder

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 5 mg (870706P-5mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 870706P

application(s)

lipidomics

lipid type

coenzymes

shipped in

dry ice

storage temp.

−20°C

SMILES string

O[C@@](C(NCCC(NCCSC(CCCCC)=O)=O)=O)(C(C)(COP([O-])(OP([O-])(OC[C@H]([C@H]1OP([O-])(O)=O)O[C@H]([C@@H]1O)N2C3=C(C(N)=NC=N3)N=C2)=O)=O)C)[H].[NH4+].[NH4+].[NH4+]

InChI

1S/C27H46N7O17P3S.3H3N/c1-4-5-6-7-18(36)55-11-10-29-17(35)8-9-30-25(39)22(38)27(2,3)13-48-54(45,46)51-53(43,44)47-12-16-21(50-52(40,41)42)20(37)26(49-16)34-15-33-19-23(28)31-14-32-24(19)34;;;/h14-16,20-22,26,37-38H,4-13H2,1-3H3,(H,29,35)(H,30,39)(H,43,44)(H,45,46)(H2,28,31,32)(H2,40,41,42);3*1H3/t16-,20?,21+,22+,26-;;;/m1.../s1

InChI key

MXEFXWIYODKXEJ-WSHYHEJESA-N

Application

06:0 Coenzyme A has been used as an internal standard in ultra-high performance liquid chromatography–tandem mass spectrometry for quantitative analysis of fatty-acyl-Coenzyme A species in biological samples.

Biochem/physiol Actions

06:0 Coenzyme A, also known as hexanoyl coenzyme A, is a derivate of short-chain fatty acid hexanoate. It might be an intermediate of fatty acid metabolism. It acts as a source of N-acyl chain in the synthesis of N-hexanoyl-L-homoserine lactone (HHL) by LuxI homologue RhlI(VsmI). Hexanoyl coenzyme A also acts as a precursor for the synthesis of olivetolic acid (OLA), a polyketide metabolite. N-hexanoyl-CoA is preferred over N-octanoyl-CoA as an acyl donor substrate by GOAT (ghrelin O-acyltransferase).

Packaging

5 mL Amber Glass Screw Cap Vial (870706P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class

11 - Combustible Solids

wgk

WGK 3

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László Abrankó et al.
Journal of chromatography. A, 1534, 111-122 (2018-01-02)
Fatty acyl-Coenzyme A species (acyl-CoAs) are key biomarkers in studies focusing on cellular energy metabolism. Existing analytical approaches are unable to simultaneously detect the full range of short-, medium-, and long-chain acyl-CoAs, while chromatographic limitations encountered in the analysis of
Futoshi Taura et al.
FEBS letters, 583(12), 2061-2066 (2009-05-21)
Alkylresorcinol moieties of cannabinoids are derived from olivetolic acid (OLA), a polyketide metabolite. However, the polyketide synthase (PKS) responsible for OLA biosynthesis has not been identified. In the present study, a cDNA encoding a novel PKS, olivetol synthase (OLS), was
Y Jiang et al.
Molecular microbiology, 28(1), 193-203 (1998-05-21)
In Pseudomonas aeruginosa, synthesis of the quorum-sensing signal molecules N-butanoyl-L-homoserine lactone (BHL) and N-hexanoyl-L-homoserine lactone (HHL) requires the Luxl homologue Rhll(Vsml). By using thin-layer chromatography in conjunction with high-performance liquid chromatography (HPLC) and mass spectrometry, we show that purified Rhll
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