Palmitoyl-Cys((RS)-2,3-di(palmitoyloxy)-propyl)-OH

Palmitoyl-Cys((RS)-2,3-di(palmitoyloxy)-propyl)-OH is a cysteine-derived amino acid derivative bearing a free carboxylic acid (-COOH) and a thiol-containing side chain that is modified by palmitoylation, classifying it as a lipidated, non-proteinogenic cysteine conjugate. The cysteine α-amino group remains present for further coupling chemistry, while the side chain is substituted with a palmitoyl thioether and with a (RS)-configured 2,3-di(palmitoyloxy)-propyl substituent that provides two additional ester-linked palmitate groups and a stereogenic center-bearing, highly hydrophobic tail region. In peptide and chemical biology workflows, this amphiphilic lipidated cysteine analogue is used as a building block or substrate for assembling hydrophobic peptide conjugates, membrane-mimetic constructs, and structure-activity studies where defined lipid density and stereochemical substitution patterns are required.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.

CAT No: CP27552

CAS No:87420-41-5

Synonyms/Alias:Pam3-Cys-OH;Palmitoyl-S-[2,3-bis(palmitoyloxy)-(2RS)-propyl]-L-cysteine;70512-46-8;87420-41-5;Pam3Cys-OH;Palmitoyl-Cys((RS)-2,3-di(palmitoyloxy)-propyl)-OH;AC1L37CN;SCHEMBL483613;2,3-Bis(palmitoyloxy)-2-propyl-1-palmitoylcysteine;N-Palmitoyl-2,3-bis(palmitoyloxy)-2-propylcysteine;670820_ALDRICH;C54H103NO7S;CTK8G2255;7614AH;DA-04053;LP018825;N-|A-Palmitoyl-S-[2,3-bis(palmitoyloxy)-(2RS)-propyl]-L-cysteine;(2R)-2-Palmitoylamino-3-[[2,3-bis(palmitoyloxy)propyl]thio]propionicacid;L-Cysteine,S-(2,3-bis((1-oxohexadecyl)oxy)propyl)-N-(1-oxohexadecyl)-;N-alpha-Palmitoyl-S-[2,3-bis(palmitoyloxy)-(2RS)-propyl]-L-cysteine;(2R)-3-[2,3-di(hexadecanoyloxy)propylsulfanyl]-2-(hexadecanoylamino)propanoicacid;(2R)-3-{[2,3-BIS(HEXADECANOYLOXY)PROPYL]SULFANYL}-2-HEXADECANAMIDOPROPANOICACID

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cGMP Peptide
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  • Drug master files (DMF) filing
M.F/Formula
C54H103NO7S
M.W/Mr.
910.48
Size
250 mg;1 g;
InChI
1S/C54H103NO7S/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-51(56)55-50(54(59)60)48-63-47-49(62-53(58)45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)46-61-52(57)44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h49-50H,4-48H2,1-3H3,(H,55,56)(H,59,60)/t49?,50-/m0/s1
InChI Key
PZFZLRNAOHUQPH-GOOVXGPGSA-N
Canonical SMILES
CCCCCCCCCCCCCCCC(=O)NC(CSCC(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)C(=O)O

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