16-NBD-16:0 Coenzyme A ammonium salt

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Category	Acyl CoA - Saturated Fatty Acid
Catalog NO.	BPG-3053
Product Name	16-NBD-16:0 Coenzyme A ammonium salt
CAS	1367862-09-6
Molecular Formula	C43H77N14O20P3S
Molecular Weight	1234.44

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Description	16-NBD-16:0 Coenzyme A can be used to fluorescently label palmitoylation sites on proteins.
Synonyms	{N-[(7-nitro-2-1,3-benzoxadiazol-4-yl)-methyl]amino} palmitoyl Coenzyme A (ammonium salt)
IUPAC Name	triazanium;[(2R,3R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-[[[[(3R)-3-hydroxy-2,2-dimethyl-4-[[3-[2-[16-[(4-nitro-2,1,3-benzoxadiazol-7-yl)amino]hexadecanoylsulfanyl]ethylamino]-3-oxopropyl]amino]-4-oxobutoxy]-oxidophosphoryl]oxy-oxidophosphoryl]oxymethyl]oxolan-3-yl] hydrogen phosphate
Canonical SMILES	CC(C)(COP(=O)([O-])OP(=O)([O-])OCC1C(C(C(O1)N2C=NC3=C(N=CN=C32)N)O)OP(=O)(O)[O-])C(C(=O)NCCC(=O)NCCSC(=O)CCCCCCCCCCCCCCCNC4=CC=C(C5=NON=C45)[N+](=O)[O-])O.[NH4+].[NH4+].[NH4+]
InChI	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)51-73-52-34;;;/h17-18,26-27,30,36-38,42,45,57-58H,3-16,19-25H2,1-2H3,(H,46,55)(H,47,59)(H,65,66)(H,67,68)(H2,44,48,49)(H2,62,63,64);3*1H3/t30-,36?,37+,38+,42-;;;/m1.../s1
InChIKey	FBPTUXYEMIFLQO-VJROYMRNSA-N
Purity	>99%
Appearance	Powder
Shelf Life	1 Year
Storage	Store at -20°C
Exact Mass	1235.14
Hygroscopic	No
Light Sensitive	No
Percent Composition	C 41.81%, H 6.28%, N 15.88%, O 25.91%, P 7.52%, S 2.60%

References

1. Asciolla JJ, Resh MD. Hedgehog Acyltransferase Promotes Uptake of Palmitoyl-CoA across the Endoplasmic Reticulum Membrane. Cell Rep. 2019 Dec 24;29(13):4608-4619.e4. doi: 10.1016/j.celrep.2019.11.110. PMID: 31875564; PMCID: PMC6948154. PubMed ID: 31875564.
2. Linder, M.E., Deschenes, R.J. (2003) New insights into the mechanisms of protein palmitoylation. Biochemistry. 42:4311-20. [PubMed] ...PubMed ID: 12693927.
3. Moench, S.J., Terry, C.E., Dewey, T.G. (1994) Fluorescence labeling of the palmitoylation sites of rhodopsin. Biochemistry. 33:5783-90. [PubMed]...PubMed ID: 8180206.
4. Wei, X., Z. Yang, F.E. Rey, V.K. Ridaura, N.O. Davidson, J.I. Gordon, and C.F. Semenkovich. (2012). Fatty acid synthase modulates intestinal barrier function through palmitoylation of mucin 2. Cell Host Microbe 11:140-52. [PubMed]...PubMed ID: 22341463.

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