CAS 103213-32-7: N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-S-(triphenylmethyl)-L-cysteine
Description:N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-S-(triphenylmethyl)-L-cysteine, commonly referred to as Fmoc-Cys(Trt)-OH, is a derivative of the amino acid cysteine, modified for use in peptide synthesis. This compound features a fluorenylmethoxycarbonyl (Fmoc) protecting group, which is widely utilized in solid-phase peptide synthesis due to its stability under basic conditions and ease of removal under acidic conditions. The triphenylmethyl (Trt) group serves as a protecting group for the thiol side chain of cysteine, providing stability and preventing undesired reactions during synthesis. The presence of these protective groups allows for selective deprotection at specific stages of peptide assembly. Fmoc-Cys(Trt)-OH is typically a white to off-white solid and is soluble in organic solvents like dimethylformamide (DMF) and dimethyl sulfoxide (DMSO). Its application is primarily in the synthesis of peptides and proteins, particularly those that require the incorporation of cysteine residues, which are crucial for forming disulfide bonds and maintaining structural integrity in proteins.
Formula:C37H31NO4S
InChI:InChI=1S/C37H31NO4S/c39-35(40)34(38-36(41)42-24-33-31-22-12-10-20-29(31)30-21-11-13-23-32(30)33)25-43-37(26-14-4-1-5-15-26,27-16-6-2-7-17-27)28-18-8-3-9-19-28/h1-23,33-34H,24-25H2,(H,38,41)(H,39,40)/t34-/m0/s1
InChI key:InChIKey=KLBPUVPNPAJWHZ-UMSFTDKQSA-N
SMILES:O=C(OCC1C=2C=CC=CC2C=3C=CC=CC31)NC(C(=O)O)CSC(C=4C=CC=CC4)(C=5C=CC=CC5)C=6C=CC=CC6
- Synonyms:
- (2R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-tritylsulfanylpropanoic acid
- (2R)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-(tritylsulfanyl)propanoate
- (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-(tritylsulfanyl)propanoate
- 2-{[(9H-Fluoren-9-ylmethoxy)carbonyl]amino}-3-(tritylthio)propanoic acid
- 3: PN: US20040265921 PAGE: 4 claimed protein
- <span class="text-smallcaps">L</span>-Cysteine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-S-(triphenylmethyl)-
- Fmoc-Cys(Trt)-OH
- Fmoc-L-Cys(Trt)-OH
- Fmoc-L-Cysteine(Trityl)
- N-(((9H-Fluoren-9-yl)methoxy)carbonyl)-S-trityl-<span class="text-smallcaps">L</span>-cysteine
- See more synonyms
- N-(9-Fluorenyl Methoxy Carbonyl)-S-Trityl-L-Cysteine
- N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-S-(triphenylmethyl)-<span class="text-smallcaps">L</span>-cysteine
- N-[(9H-fluoren-9-ylmethoxy)carbonyl]-S-trityl-D-cysteine
- N-[(9H-fluoren-9-ylmethoxy)carbonyl]-S-trityl-L-cysteine
- N-(((9H-Fluoren-9-yl)methoxy)carbonyl)-S-trityl-L-cysteine
- L-Cysteine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-S-(triphenylmethyl)-
- N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-S-(triphenylmethyl)-L-cysteine