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CAS 3397-32-8

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Z-Phe-OSu

Description:
Z-Phe-OSu, also known as Z-phenylalanine N-hydroxysuccinimide ester, is a chemical compound commonly used in peptide synthesis and bioconjugation applications. It features a Z-protecting group, which is a benzyloxycarbonyl (Z) group, attached to the amino acid phenylalanine. The presence of the N-hydroxysuccinimide (OSu) moiety enhances its reactivity, allowing for efficient coupling reactions with amines or other nucleophiles. This compound is typically utilized in the formation of peptide bonds, facilitating the introduction of phenylalanine into peptide sequences. Z-Phe-OSu is characterized by its stability under standard laboratory conditions, although it should be handled with care due to its reactive nature. It is soluble in organic solvents, making it suitable for various organic synthesis applications. As with many chemical substances, proper safety precautions should be taken when handling Z-Phe-OSu, including the use of personal protective equipment and working in a well-ventilated area.
Formula:C21H20N2O6
InChI:InChI=1/C21H20N2O6/c24-18-11-12-19(25)23(18)29-20(26)17(13-15-7-3-1-4-8-15)22-21(27)28-14-16-9-5-2-6-10-16/h1-10,17H,11-14H2,(H,22,27)/t17-/m1/s1
InChI key:InChIKey=MOJNKVWQJKPXCT-KRWDZBQOSA-N
SMILES:O(C([C@H](CC1=CC=CC=C1)NC(OCC2=CC=CC=C2)=O)=O)N3C(=O)CCC3=O
Synonyms:
  • (2,5-Dioxopyrrolidin-1-yl) (2S)-3-phenyl-2-(phenylmethoxycarbonylamino)propanoate
  • (S)-2,5-Dioxopyrrolidin-1-yl 2-(((benzyloxy)carbonyl)amino)-3-phenylpropanoate
  • 2,5-dioxopyrrolidin-1-yl N-[(benzyloxy)carbonyl]-D-phenylalaninate
  • 2,5-dioxopyrrolidin-1-yl N-[(benzyloxy)carbonyl]phenylalaninate
  • <span class="text-smallcaps">L</span>-Phenylalanine, N-[(phenylmethoxy)carbonyl]-, 2,5-dioxo-1-pyrrolidinyl ester
  • Alanine, N-carboxy-3-phenyl-, N-benzyl ester, succinimido deriv., <span class="text-smallcaps">L</span>-
  • Benzyl (S)-(2-((2,5-dioxo-1-pyrrolidinyl)oxy)-2-oxo-1-(phenylmethyl)ethyl)-carbamate
  • Carbamic acid, [(1S)-2-[(2,5-dioxo-1-pyrrolidinyl)oxy]-2-oxo-1-(phenylmethyl)ethyl]-, phenylmethyl ester
  • Carbamic acid, [2-[(2,5-dioxo-1-pyrrolidinyl)oxy]-2-oxo-1-(phenylmethyl)ethyl]-, phenylmethyl ester, (S)-
  • N-Carbobenzyloxy-<span class="text-smallcaps">L</span>-phenylalanyl N-hydroxysuccinimide ester
  • See more synonyms
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