Structure

Z-Pro-OH

CAS
1148-11-4
Catalog Number
ACM1148114
Category
Amino Acids
Molecular Weight
249.26

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Specification

Synonyms
Z-L-Proline
Canonical SMILES
OC(=O)[C@@H]1CCCN1C(=O)OCc2ccccc2
InChI
1S/C13H15NO4/c15-12(16)11-7-4-8-14(11)13(17)18-9-10-5-2-1-3-6-10/h1-3,5-6,11H,4,7-9H2,(H,15,16)/t11-/m0/s1
InChI Key
JXGVXCZADZNAMJ-NSHDSACASA-N
Melting Point
76-78 ℃(lit.)
Application
Z-Pro-OH can be used:
As a starting material to prepare aib-pro endothiopeptides of pharmacological importance.
To prepare biologically significant fluorophore-labeled peptide tetramers or dimers.
As a reactant to synthesize benzoxazole derived human neutrophil elastase (HNE) inhibitors.
Assay
0.99
Beilstein
88579
Color
white
EC Number
214-557-4
Form
powder or crystals
MDL Number
MFCD00003170
Optical Activity
[α]20/D -42°, c = 2 in ethanol
PubChem ID
24893080
Quality Level
200
Reaction Suitability
reaction type: solution phase peptide synthesis
Storage Temperature
2-8℃
Technique
NMR: suitable

Downstream Synthesis Route 1

  • 1148-11-4
  • 22348-32-9

Reference: [1] Journal of Organic Chemistry, 1988, vol. 53, # 12, p. 2861 - 2863

Downstream Synthesis Route 2

  • 1148-11-4
  • 34381-71-0

Reference: [1] Synthesis, 1980, # 12, p. 1007 - 1009

Downstream Synthesis Route 3

  • 1148-11-4
  • 34079-31-7

Reference: [1] Organic and Biomolecular Chemistry, 2005, vol. 3, # 1, p. 84 - 96

Downstream Synthesis Route 4

  • 186581-53-3
  • 1148-11-4
  • 5211-23-4

Reference: [1]Chemical Communications,2009,p. 1739 - 1741
[2]Chemical and pharmaceutical bulletin,1987,vol. 35,p. 1604 - 1607

Downstream Synthesis Route 5

  • 67-56-1
  • 1148-11-4
  • 5211-23-4

Reference: [1]Helvetica Chimica Acta,1997,vol. 80,p. 1513 - 1527

Downstream Synthesis Route 6

  • 1148-11-4
  • 18107-18-1
  • 5211-23-4

Reference: [1]Pellicciari, Roberto; Garzon-Aburbeh, Aaron; Natalini, Benedetto; Marinozzi, Maura; Clerici, Carlo; et al.
[Journal of Medicinal Chemistry, 1993, vol. 36, # 26, p. 4201 - 4207]
[2]Kawanobe, Wataru; Yamaguchi, Kazuo; Nakahama, Seiichi; Yamazaki, Noboru
[Chemistry Letters, 1982, p. 825 - 828]
[3]El Dine, Tharwat Mohy; Rouden, Jacques; Blanchet, Jérôme
[Chemical Communications, 2015, vol. 51, # 89, p. 16084 - 16087]

* For details of the synthesis route, please refer to the original source to ensure accuracy.

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