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CAS 4434-61-1

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N-Benzyloxycarbonyl-DL-methionine

Description:
N-Benzyloxycarbonyl-DL-methionine, commonly referred to as Z-Met, is a derivative of the amino acid methionine, characterized by the presence of a benzyloxycarbonyl (Z) protecting group. This compound is typically utilized in peptide synthesis as a protecting group for the amino group of methionine, which helps to prevent unwanted reactions during the coupling process. Z-Met is a white to off-white crystalline solid that is soluble in organic solvents such as dimethyl sulfoxide (DMSO) and methanol, but has limited solubility in water. The presence of the benzyloxycarbonyl group enhances the stability of the amino acid during synthesis and can be removed under specific conditions, allowing for the regeneration of the free amino group. This compound is important in the field of organic chemistry and biochemistry, particularly in the synthesis of peptides and proteins, where the protection and selective deprotection of functional groups are crucial for achieving desired structures and functions.
Formula:C13H17NO4S
InChI:InChI=1S/C13H17NO4S/c1-19-8-7-11(12(15)16)14-13(17)18-9-10-5-3-2-4-6-10/h2-6,11H,7-9H2,1H3,(H,14,17)(H,15,16)
InChI key:InChIKey=FPKHNNQXKZMOJJ-UHFFFAOYSA-N
SMILES:C(OC(NC(CCSC)C(O)=O)=O)C1=CC=CC=C1
Synonyms:
  • 2-[[(Benzyloxy)carbonyl]amino]-4-(methylsulfanyl)butanoic acid
  • <span class="text-smallcaps">DL</span>-(Carbobenzyloxy)methionine
  • <span class="text-smallcaps">DL</span>-Cbz methionine
  • <span class="text-smallcaps">DL</span>-N-(Benzyloxycarbonyl)methionine
  • Bz-DL-Met-OH
  • Carbobenzoxymethionine
  • Cbz-DL-methionine
  • Methionine, N-[(phenylmethoxy)carbonyl]-
  • Methionine, N-carboxy-, N-benzyl ester, <span class="text-smallcaps">DL</span>-
  • N-Benzyloxycarbonyl-<span class="text-smallcaps">DL</span>-methionine
  • See more synonyms
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