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CAS 13504-86-4

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Z-cis-Hyp-OH

Description:
Z-cis-Hyp-OH, also known as Z-cis-4-hydroxyproline, is a derivative of proline, an amino acid commonly found in proteins. This compound features a hydroxyl group (-OH) attached to the carbon atom adjacent to the nitrogen in the pyrrolidine ring, which is characteristic of proline derivatives. The "Z-cis" designation indicates the specific geometric configuration of the double bond in the molecule, which influences its reactivity and interactions. Z-cis-Hyp-OH is often studied for its role in biological systems, particularly in collagen stability and structure, as well as its potential applications in pharmaceuticals and biochemistry. The compound is typically a white crystalline solid and is soluble in water and alcohol, making it useful in various biochemical applications. Its unique structural features contribute to its functionality in peptide synthesis and as a building block in the development of bioactive compounds. As with many amino acid derivatives, it may exhibit specific optical activity due to its chiral centers.
Formula:C13H15NO5
InChI:InChI=1/C13H15NO5/c15-10-6-11(12(16)17)14(7-10)13(18)19-8-9-4-2-1-3-5-9/h1-5,10-11,15H,6-8H2,(H,16,17)/t10-,11-/m0/s1
SMILES:c1ccc(cc1)COC(=O)N1C[C@H](C[C@H]1C(=O)O)O
Synonyms:
  • (2S,4S)-1-(benzyloxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid
  • (4S)-1-[(benzyloxy)carbonyl]-4-hydroxy-L-proline
  • (2S,4S)-1-[(benzyloxy)carbonyl]-4-hydroxypyrrolidine-2-carboxylic acid
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