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870742P

Avanti

4ME 16:0 Coenzyme A

Avanti Polar Lipids 870742P, powder

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Synonym(s):
phytanoyl Coenzyme A (ammonium salt)
Empirical Formula (Hill Notation):
C41H83N10O17P3S
CAS Number:
146622-45-9
Molecular Weight:
1113.14
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 5 mg (870742P-5mg)

manufacturer/tradename

Avanti Polar Lipids 870742P

application(s)

lipidomics

lipid type

coenzymes

shipped in

dry ice

storage temp.

−20°C

SMILES string

O[C@@](C(NCCC(NCCSC(CC(C)CCCC(C)CCCC(C)CCCC(C)C)=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/C41H74N7O21P3S/c1-25(2)11-8-12-26(3)13-9-14-27(4)15-10-16-28(5)21-31(50)73-20-19-43-30(49)17-18-44-38(53)35(52)40(6,7)41(54,55)66-67-72(61,62)69-68-71(59,60)63-22-29-34(65-70(56,57)58)33(51)39(64-29)48-24-47-32-36(42)45-23-46-37(32)48/h23-29,33-35,39,51-52,54-55H,8-22H2,1-7H3,(H,43,49)(H,44,53)(H,59,60)(H,61,62)(H2,42,45,46)(H2,56,57,58)/t26-,27+,28+,29+,33-,34?,35-,39-/m1/s1

InChI key

LKWLNEKCMODJGW-WBEGNQIBSA-N

General description

4ME 16:0 Coenzyme A, also known as phytanoyl coenzyme A, is a coenzyme A derivative of phytanic acid. Phytanoyl coenzyme A is a metabolic intermediate of phytol degradation pathway. It is converted to 2-hydroxyphytanoyl-CoA by the enzyme phytanoyl-CoA 2-hydroxylase (PAHX). Accumulation of phytanic acid due to the deficiency of PAHX causes Refsum′s disease.

Packaging

5 mL Amber Glass Screw Cap Vial (870742P-5mg)

WGK

WGK 3

Certificates of Analysis (COA)

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Phytanoyl-coenzyme A hydroxylase deficiency -- the enzyme defect in Refsum's disease.
G A Jansen et al.
The New England journal of medicine, 337(2), 133-134 (1997-07-10)
N J Kershaw et al.
Bioorganic & medicinal chemistry letters, 11(18), 2545-2548 (2001-09-11)
Phytanoyl-CoA 2-hydroxylase (PAHX), an iron(II) and 2-oxoglutarate-dependent oxygenase, catalyses an essential step in the mammalian metabolism of beta-methylated fatty acids. Phytanoyl-CoA was synthesised and used to develop in vitro assays for PAHX. The product of the reaction was confirmed as
Wagner L Araújo et al.
Plant physiology, 157(1), 55-69 (2011-07-27)
The process of dark-induced senescence in plants is not fully understood, however, the functional involvement of an electron-transfer flavoprotein/electron-transfer flavoprotein:ubiquinone oxidoreductase (ETF/ETFQO), has been demonstrated. Recent studies have revealed that the enzymes isovaleryl-coenzyme A (CoA) dehydrogenase and 2-hydroxyglutarate dehydrogenase act

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