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870724P

Avanti

24:0 Coenzyme A

Name: 24:0 Coenzyme A
Brand: AVANTI

Avanti Polar Lipids 870724P, powder

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Synonym(s):

lignoceroyl Coenzyme A (ammonium salt)

Empirical Formula (Hill Notation):

C₄₅H₉₁N₁₀O₁₇P₃S

CAS Number:

799812-99-0

Molecular Weight:

1169.25

NACRES:

NA.25

form

powder

packaging

pkg of 1 × 25 mg (870724P-25mg)
pkg of 1 × 5 mg (870724P-5mg)

manufacturer/tradename

Avanti Polar Lipids 870724P

application(s)

lipidomics

lipid type

coenzymes

shipped in

dry ice

storage temp.

−20°C

SMILES string

O[C@@](C(NCCC(NCCSC(CCCCCCCCCCCCCCCCCCCCCCC)=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/C45H82N7O17P3S.3H3N/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-36(54)73-29-28-47-35(53)26-27-48-43(57)40(56)45(2,3)31-66-72(63,64)69-71(61,62)65-30-34-39(68-70(58,59)60)38(55)44(67-34)52-33-51-37-41(46)49-32-50-42(37)52;;;/h32-34,38-40,44,55-56H,4-31H2,1-3H3,(H,47,53)(H,48,57)(H,61,62)(H,63,64)(H2,46,49,50)(H2,58,59,60);3*1H3/t34-,38?,39+,40+,44-;;;/m1.../s1

InChI key

BMXJUIXYBGOZPL-SJDXFXGUSA-N

General description

24:0 Coenzyme A, also referred as lignoceroyl coenzyme A, is a long chain fatty acyl CoA and derivative of lignoceric acid. It is a metabolic intermediate of hydroxyceramide synthesis.

Application

24:0 Coenzyme A has been used as a substrate in fatty acyl-CoA reductase (AmFAR1) enzyme assay and ceramide synthase assay.

Packaging

5 mL Amber Glass Screw Cap Vial (870724P-25mg)

5 mL Amber Glass Screw Cap Vial (870724P-5mg)

Storage Class Code

11 - Combustible Solids

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Alpha-hydroxylation of lignoceroyl-CoA in rat brain microsomes: involvement of NADPH-cytochrome c reductase and topical distribution.

H Shigematsu et al.

The International journal of biochemistry, 22(12), 1427-1432 (1990-01-01)

1. The enzymatic mechanism of the alpha-hydroxylation of lignoceroyl-CoA, an intermediate in the synthesis of hydroxyceramide, was studied. In the presence of NADPH, sphingosine and microsomes from 20-day-old rat brain, 14C from [1-14C]lignoceroyl-CoA was incorporated into hydroxyceramide. 2. The alpha-hydroxylation

A fatty acyl-CoA reductase highly expressed in the head of honey bee (Apis mellifera) involves biosynthesis of a wide range of aliphatic fatty alcohols.

Prapapan Teerawanichpan et al.

Insect biochemistry and molecular biology, 40(9), 641-649 (2010-06-15)

Honey bees (Apis mellifera) are social insects which have remarkable complexity in communication pheromones. These chemical signals comprise a mixture of hydrocarbons, wax esters, fatty acids, aldehydes and alcohols. In this study, we detected several long chain aliphatic alcohols ranging

FTY720 inhibits ceramide synthases and up-regulates dihydrosphingosine 1-phosphate formation in human lung endothelial cells.

Evgeny V Berdyshev et al.

The Journal of biological chemistry, 284(9), 5467-5477 (2009-01-03)

Novel immunomodulatory molecule FTY720 is a synthetic analog of myriocin, but unlike myriocin FTY720 does not inhibit serine palmitoyltransferase. Although many of the effects of FTY720 are ascribed to its phosphorylation and subsequent sphingosine 1-phosphate (S1P)-like action through S1P(1,3-5) receptors

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