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C8601

Sigma-Aldrich

Z-Pro-OH

99%

Synonym(s):

Z-L-Proline

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About This Item

Empirical Formula (Hill Notation):
C13H15NO4
CAS Number:
1148-11-4
Molecular Weight:
249.26
Beilstein:
88579
EC Number:
214-557-4
MDL number:
MFCD00003170
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24893080
NACRES:
NA.22

Assay

99%

form

powder or crystals

optical activity

[α]20/D −42°, c = 2 in ethanol

reaction suitability

reaction type: solution phase peptide synthesis

technique(s)

NMR: suitable

color

white

mp

76-78 °C (lit.)

application(s)

peptide synthesis

SMILES string

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

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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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCC6213
BCCB4986
BCBT8771
BCBQ3200V
BCBL5532V

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A new dendrimer scaffold for preparing dimers or tetramers of biologically active molecules
Raju N, et al.
Tetrahedron Letters, 46(9), 1463-1465 (2005)
Design and synthesis of peptide-based carboxylic acid-containing transition-state inhibitors of human neutrophil elastase
Sato F, et al.
Bioorganic & medicinal chemistry letters, 12(4), 551-555 (2002)
Cytotoxicity of carbobenzoxy-protected amino acids.
M Dolenga et al.
In vitro cellular & developmental biology : journal of the Tissue Culture Association, 28A(5), 300-302 (1992-05-01)
Anna Lupi et al.
Biochimica et biophysica acta, 1744(2), 157-163 (2005-05-10)
Prolidase deficiency (PD) is a recessive disorder of the connective tissue caused by mutations in the prolidase, a specific peptidase, cleaving the dipeptides with a C-terminal prolyl and hydroxyprolyl residue. PD is a complex syndrome characterized mainly by intractable skin
Arkadiusz Surazynski et al.
European journal of pharmacology, 649(1-3), 115-119 (2010-09-28)
Transforming growth factor beta 1 (TGF β1) is a protein that in most cells control proliferation and differentiation. One of the best characterized functions of TGF β1 is stimulation of collagen biosynthesis that may lead to tissue fibrosis. Several reports
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