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Fmoc-Cys((S)-2,3-di(palmitoyloxy)-propyl)-OH

* Please kindly note that our products are not to be used for therapeutic purposes and cannot be sold to patients.

SPPS employing the pure stereoisomer of Fmoc-Pam2Cys-OH allows to obtain more homogeneous lipopeptides. The configuration of bis-palmitoyloxypropy moiety can affect the biological activity of peptide conjugation.

Category

Fmoc-Amino Acids

Catalog number

BAT-014633

CAS number

139573-78-7

Molecular Formula

C53H83NO8S

Molecular Weight

894.31

Specification

IUPAC Name

(2R)-3-[(2S)-2,3-di(hexadecanoyloxy)propyl]sulfanyl-2-(9H-fluoren-9-ylmethoxycarbonylamino)propanoic acid

Synonyms

Fmoc-(S)Pam2Cys-OH; Fmoc-Cys(Pam)2-OH(S); N-alpha-(fluoren-9-ylmethoxycarbonyl)-S-[2,3-bis(palmitoyloxy)-(2R)-propyl]-(R)-cysteine; Hexadecanoic acid, 1,1'-[(1S)-1-[[[(2R)-2-carboxy-2-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]ethyl]thio]methyl]-1,2-ethanediyl] ester; S-[(2S)-2,3-Bis(palmitoyloxy)propyl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-cysteine; (2R,6S)-2-(9-Fluorenylmethoxycarbonyl)amino-6,7-bis(palmitoyloxy)-4-thiaheptanic acid

Appearance

White Powder

Purity

≥95%

Density

1.1±0.1 g/cm3

Boiling Point

922.7±65.0°C at 760 mmHg

Storage

Store at -20°C

InChI

InChI=1S/C53H83NO8S/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-37-50(55)60-39-43(62-51(56)38-28-26-24-22-20-18-16-14-12-10-8-6-4-2)41-63-42-49(52(57)58)54-53(59)61-40-48-46-35-31-29-33-44(46)45-34-30-32-36-47(45)48/h29-36,43,48-49H,3-28,37-42H2,1-2H3,(H,54,59)(H,57,58)/t43-,49-/m0/s1

InChI Key

HNJKCVLFJLXANK-UCNLINEOSA-N

Canonical SMILES

CCCCCCCCCCCCCCCC(=O)OCC(CSCC(C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13)OC(=O)CCCCCCCCCCCCCCC