Synonym
S-Palmitoyl cysteine; L-Cysteine, hexadecanoate (ester); L-Cysteine, S-(1-oxohexadecyl)-;
IUPAC/Chemical Name
S-palmitoyl-L-cysteine
InChi Key
FRAMWPHPFIXRCP-KRWDZBQOSA-N
InChi Code
InChI=1S/C19H37NO3S/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)24-16-17(20)19(22)23/h17H,2-16,20H2,1H3,(H,22,23)/t17-/m0/s1
SMILES Code
CCCCCCCCCCCCCCCC(SC[C@H](N)C(O)=O)=O
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
359.56
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Hurst CH, Turnbull D, Plain F, Fuller W, Hemsley PA. Maleimide scavenging enhances determination of protein S-palmitoylation state in acyl-exchange methods. Biotechniques. 2017 Feb 1;62(2):69-75. doi: 10.2144/000114516. PubMed PMID: 28193150; PubMed Central PMCID: PMC5400063.
2: Ji Y, Bachschmid MM, Costello CE, Lin C. S- to N-Palmitoyl Transfer During Proteomic Sample Preparation. J Am Soc Mass Spectrom. 2016 Apr;27(4):677-85. doi: 10.1007/s13361-015-1319-3. Epub 2016 Jan 4. PubMed PMID: 26729453; PubMed Central PMCID: PMC4794353.
3: Doubravska L, Krausova M, Gradl D, Vojtechova M, Tumova L, Lukas J, Valenta T, Pospichalova V, Fafilek B, Plachy J, Sebesta O, Korinek V. Fatty acid modification of Wnt1 and Wnt3a at serine is prerequisite for lipidation at cysteine and is essential for Wnt signalling. Cell Signal. 2011 May;23(5):837-48. doi: 10.1016/j.cellsig.2011.01.007. Epub 2011 Jan 16. PubMed PMID: 21244856.
4: Dunphy JT, Schroeder H, Leventis R, Greentree WK, Knudsen JK, Silvius JR, Linder ME. Differential effects of acyl-CoA binding protein on enzymatic and non-enzymatic thioacylation of protein and peptide substrates. Biochim Biophys Acta. 2000 May 31;1485(2-3):185-98. PubMed PMID: 10832099.