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810705P

Avanti

16-NBD-16:0 Coenzyme A

Avanti Research™ - A Croda Brand

Synonym(s):

{N-[(7-nitro-2-1,3-benzoxadiazol-4-yl)-methyl]amino} palmitoyl Coenzyme A (ammonium salt)

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About This Item

Empirical Formula (Hill Notation):
C43H77N14O20P3S
CAS Number:
1367862-09-6
Molecular Weight:
1235.14
UNSPSC Code:
12352211
NACRES:
NA.25

Key Documents

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Product Name

16-NBD-16:0 Coenzyme A, Avanti Research™ - A Croda Brand 810705P, powder

InChI

1S/C43H68N11O20P3S.3H3N/c1-43(2,25-70-77(67,68)74-76(65,66)69-24-30-37(72-75(62,63)64)36(57)42(71-30)53-27-50-35-39(44)48-26-49-40(35)53)38(58)41(59)47-21-19-31(55)46-22-23-78-32(56)16-14-12-10-8-6-4-3-5-7-9-11-13-15-20-45-28-17-18-29(54(60)61)34-33(28)51

InChI key

FBPTUXYEMIFLQO-DNLKZUPMSA-N

SMILES string

O[C@@](C(NCCC(NCCSC(CCCCCCCCCCCCCCCNC1=CC=C([N+]([O-])=O)C2=NON=C12)=O)=O)=O)(C(C)(COP([O-])(OP([O-])(OC[C@H]([C@H]3OP([O-])(O)=O)O[C@H]([C@@H]3O)N4C5=C(C(N)=NC=N5)N=C4)=O)=O)C)[H].[NH4+].[NH4+].[NH4+]

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 1 mg (810705P-1mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 810705P

application(s)

lipidomics

lipid type

coenzymes

shipped in

dry ice

storage temp.

−20°C

Application

16-NBD-16:0 Coenzyme A ((N-[(7-nitro-2-1,3-benzoxadiazol-4-yl)-methyl]amino) palmitoyl Coenzyme A) has been used:
  • as a fluorescent substrate in fluorescent diacylglycerol acyltransferase (DGAT) assay
  • as a fluorescent analog to study the membrane translocation of lipids and to track palmitoyl-CoA uptake
  • as a component in wash buffer to measure autoacylation of the enzymes in palmitate transferase assay

Biochem/physiol Actions

NBD-palmitoyl-CoA ((N-[(7-nitro-2-1,3-benzoxadiazol-4-yl)-methyl]amino) palmitoyl Coenzyme A) can be used as an economical alternative to radioactive tracers.

General description

NBD-palmitoyl-CoA ((N-[(7-nitro-2-1,3-benzoxadiazol-4-yl)-methyl]amino) palmitoyl Coenzyme A) is a fluorescent analog of palmitoyl-CoA.
Product can be used to fluorescently label palmitoylation sites on proteins.

Packaging

5 mL Amber Glass Screw Cap Vial (810705P-1mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class

11 - Combustible Solids

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S J Moench et al.
Biochemistry, 33(19), 5783-5790 (1994-05-17)
Two tandem cysteine residues in the carboxyl-terminal region of rhodopsin have been shown to be covalently linked to palmitate via thioester bonds (Ovchinnikov, Y. A., et al. (1988) FEBS Lett. 230, 1-5). We have synthesized a fluorescent analogue of palmitoyl
Maurine E Linder et al.
Biochemistry, 42(15), 4311-4320 (2003-04-16)
Since its discovery more than 30 years ago, protein palmitoylation has been shown to have a role in protein-membrane interactions, protein trafficking, and enzyme activity. Until recently, however, the molecular machinery that carries out reversible palmitoylation of proteins has been
Xiaochao Wei et al.
Cell host & microbe, 11(2), 140-152 (2012-02-22)
The intestinal mucus barrier prevents pathogen invasion and maintains host-microbiota homeostasis. We show that fatty acid synthase (FAS), an insulin-responsive enzyme essential for de novo lipogenesis, helps maintain the mucus barrier by regulating Mucin 2, the dominant mucin in the
Pamela J McFie et al.
Journal of lipid research, 52(9), 1760-1764 (2011-06-10)
Triacylglycerols (TG) are the major storage form of energy in eukaryotic organisms and are synthesized primarily by acyl CoA:1,2-diacylglycerol acyltransferase (DGAT) enzymes. In vitro DGAT activity has previously been quantified by measuring the incorporation of either radiolabeled fatty acyl CoA
Raffaello Verardi et al.
Structure (London, England : 1993), 25(9), 1337-1347 (2017-08-02)
DHHC enzymes catalyze palmitoylation, a major post-translational modification that regulates a number of key cellular processes. There are up to 24 DHHCs in mammals and hundreds of substrate proteins that get palmitoylated. However, how DHHC enzymes engage with their substrates
View All Related Papers

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