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17249

Sigma-Aldrich

α-Methyl-L-proline

≥98.0% (TLC)

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About This Item

Fórmula empírica (Notação de Hill):
C6H11NO2
Número CAS:
42856-71-3
Peso molecular:
129.16
Beilstein:
4350211
Número MDL:
MFCD01318647
Código UNSPSC:
12352209
ID de substância PubChem:
57647622
NACRES:
NA.22

Ensaio

≥98.0% (TLC)

adequação da reação

reaction type: solution phase peptide synthesis

aplicação(ões)

peptide synthesis

cadeia de caracteres SMILES

C[C@]1(CCCN1)C(O)=O

InChI

1S/C6H11NO2/c1-6(5(8)9)3-2-4-7-6/h7H,2-4H2,1H3,(H,8,9)/t6-/m0/s1

chave InChI

LWHHAVWYGIBIEU-LURJTMIESA-N

Categorias relacionadas

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)

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S Thaisrivongs et al.
Journal of medicinal chemistry, 30(3), 536-541 (1987-03-01)
A structure-activity analysis of peptides containing backbone C alpha-methyl modification at the P4 site of the angiotensinogen sequence led to the discovery of potent renin inhibitors with apparent in vitro metabolic stability. Boc-alpha-MePro-Phe-His-Leu psi[CHOHCH2]Val-Ile-Amp dicitrate (Va) is a potent inhibitor
Alessandro Moretto et al.
Biopolymers, 89(5), 465-470 (2007-09-07)
Methylation at the C(alpha)-position of a Pro residue was expected to lock the preceding tertiary amide (omega) torsion angle of the resulting (alphaMe)Pro to the trans disposition and to restrict the phi,psi surface to the single region where the 3(10)/alpha-helices
J H Welsh et al.
FEBS letters, 297(3), 216-220 (1992-02-10)
The ability of (S)-alpha-methylproline (alpha-MePro) to stabilise reverse-turn conformations in the peptide hormone bradykinin (BK = Arg1-Pro2-Pro3-Gly4-Phe5-Ser6-Pro7-Phe8-Arg9) has been investigated. Two BK analogues containing alpha-MePro at position 3 or position 7 were synthesised and their conformations in aqueous solution investigated
G Lubec et al.
Life sciences, 57(24), 2245-2252 (1995-01-01)
Collagen type I is the major protein of bone matrix and significantly reduced in osteoporosis. We tested the effect of alpha - methyl - proline on collagen synthesis in the model of the ovariectomized rat. Collagen synthesis was studied at
Matteo De Poli et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 15(32), 8015-8025 (2009-07-07)
C(alpha)-methyl-L-proline, or L-(alphaMe)Pro, is probably the most conformationally constrained alpha-amino acid. In particular, its omega and phi torsion angles are restricted to about 180 and -60 degrees, respectively, and only three ranges of values are theoretically available for psi in
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