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CAS 200354-41-2

:

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-S-[(4-methylphenyl)methyl]-D-cysteine

Description:
N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-S-[(4-methylphenyl)methyl]-D-cysteine, commonly referred to as Fmoc-D-Cys(4-MePh)-OH, is a derivative of cysteine, an amino acid that contains a thiol group. This compound features a protective Fmoc (fluorenylmethyloxycarbonyl) group, which is commonly used in peptide synthesis to protect the amino group during the coupling process. The presence of the 4-methylphenylmethyl group enhances the compound's hydrophobic characteristics, which can influence its solubility and interaction with other molecules. The thiol group in cysteine is crucial for forming disulfide bonds, contributing to the stability and structure of proteins. This compound is typically utilized in the synthesis of peptides and proteins, particularly in solid-phase peptide synthesis, due to its ability to facilitate the selective coupling of amino acids. Its unique structure allows for specific applications in medicinal chemistry and biochemistry, particularly in the development of peptide-based therapeutics. As with many chemical substances, proper handling and safety precautions are essential due to potential reactivity and toxicity.
Formula:C26H25NO4S
InChI:InChI=1S/C26H25NO4S/c1-17-10-12-18(13-11-17)15-32-16-24(25(28)29)27-26(30)31-14-23-21-8-4-2-6-19(21)20-7-3-5-9-22(20)23/h2-13,23-24H,14-16H2,1H3,(H,27,30)(H,28,29)/t24-/m1/s1
InChI key:InChIKey=OQYBTXFHTQYWCZ-XMMPIXPASA-N
SMILES:C(OC(N[C@H](CSCC1=CC=C(C)C=C1)C(O)=O)=O)C2C=3C(C=4C2=CC=CC4)=CC=CC3
Synonyms:
  • <span class="text-smallcaps">D</span>-Cysteine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-S-[(4-methylphenyl)methyl]-
  • Fmoc-D-Cys(Mbzl)-OH
  • N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-S-[(4-methylphenyl)methyl]-<span class="text-smallcaps">D</span>-cysteine
  • D-Cysteine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-S-[(4-methylphenyl)methyl]-
  • N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-S-[(4-methylphenyl)methyl]-D-cysteine
  • FMOC-D-CYS(PMEBZL)-OH
  • (9H-Fluoren-9-yl)MethOxy]Carbonyl D-Cys(pMeBzl)-OH
  • FMOC-D-CYS(CH3BZL)-OH
  • FMOC-D-CYSTEINE(MBZL)-OH
  • N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-S-(4-METHYLBENZYL)-D-CYSTEINE
  • See more synonyms
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50
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90
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100
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