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CAS 101555-62-8

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fmoc-D-proline

Description:
Fmoc-D-proline is a derivative of the amino acid proline, characterized by the presence of a 9-fluorenylmethoxycarbonyl (Fmoc) protective group. This compound is commonly used in peptide synthesis, particularly in solid-phase peptide synthesis (SPPS), due to its ability to protect the amino group while allowing for the selective coupling of other amino acids. Fmoc-D-proline retains the unique cyclic structure of proline, which contributes to its conformational rigidity and influences the secondary structure of peptides. The Fmoc group can be easily removed under basic conditions, facilitating the subsequent steps in peptide synthesis. Fmoc-D-proline is typically a white to off-white solid and is soluble in organic solvents such as dimethylformamide (DMF) and dimethyl sulfoxide (DMSO), but less soluble in water. Its use in research and pharmaceutical applications is significant, particularly in the development of peptide-based drugs and in studying protein folding and function.
Formula:C20H19NO4
InChI:InChI=1/C20H19NO4.H2O/c22-19(23)18-10-5-11-21(18)20(24)25-12-17-15-8-3-1-6-13(15)14-7-2-4-9-16(14)17;/h1-4,6-9,17-18H,5,10-12H2,(H,22,23);1H2/t18-;/m1./s1
InChI key:InChIKey=ZPGDWQNBZYOZTI-GOSISDBHSA-N
SMILES:C(OC(=O)N1[C@@H](C(O)=O)CCC1)C2C=3C(C=4C2=CC=CC4)=CC=CC3
Synonyms:
  • (2R)-1-(9H-Fluoren-9-ylmethoxycarbonyl)pyrrolidine-2-carboxylic acid
  • (2R)-1-[(9H-Fluoren-9-ylmethoxy)carbonyl]pyrrolidine-2-carboxylic acid
  • (2R)-1-[[(9H-Fluoren-9-yl)methoxy]carbonyl]pyrrolidine-2-carboxylic acid
  • (R)-1-[[(9H-Fluoren-9-yl)methoxy]carbonyl]pyrrolidine-2-carboxylic acid
  • (R)-N-(9-Fluorenylmethoxycarbonyl)proline
  • (R)-N-FMOC-proline
  • 1,2-Pyrrolidinedicarboxylic acid, 1-(9H-fluoren-9-ylmethyl) ester, (2R)-
  • 1,2-Pyrrolidinedicarboxylic acid, 1-(9H-fluoren-9-ylmethyl) ester, (R)-
  • 1-[(9H-fluoren-9-ylmethoxy)carbonyl]-D-proline
  • 1-[[(9H-Fluoren-9-yl)methoxy]carbonyl]-<span class="text-smallcaps">D</span>-proline
  • See more synonyms
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