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17249

α-Methyl-L-proline

≥98.0% (TLC)

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250 MG

$225.00

$225.00

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About This Item

Empirical Formula (Hill Notation):
C6H11NO2
CAS Number:
42856-71-3
Molecular Weight:
129.16
UNSPSC Code:
12352209
NACRES:
NA.22
PubChem Substance ID:
57647622
MDL number:
MFCD01318647
Beilstein/REAXYS Number:
4350211

Key Documents

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Product Name

α-Methyl-L-proline, ≥98.0% (TLC)

InChI

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

SMILES string

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

InChI key

LWHHAVWYGIBIEU-LURJTMIESA-N

assay

≥98.0% (TLC)

reaction suitability

reaction type: solution phase peptide synthesis

application(s)

peptide synthesis

Quality Level

100

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α-Methyl-L-proline ≥98.0% (TLC)

Sigma-Aldrich

17249

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Sigma-Aldrich

30312

Nα-Methyl-L-lysine monohydrochloride

Nα,Nα-Bis(carboxymethyl)-L-lysine hydrate ≥97.0% (TLC)

Sigma-Aldrich

14580

Nα,Nα-Bis(carboxymethyl)-L-lysine hydrate

L-α-Neopentylglycine ≥98.0% (TLC)

Sigma-Aldrich

73489

L-α-Neopentylglycine

assay

≥98.0% (TLC)

assay

≥98.0% (TLC)

assay

≥97.0% (TLC)

assay

≥98.0% (TLC)

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

reaction suitability

reaction type: solution phase peptide synthesis

reaction suitability

-

reaction suitability

reaction type: solution phase peptide synthesis

reaction suitability

reaction type: solution phase peptide synthesis

application(s)

peptide synthesis

application(s)

-

application(s)

peptide synthesis

application(s)

peptide synthesis

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCF1242
BCBX8748
BCBS5277V
BCBR5353V
BCBP8696V

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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
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
P W Baures et al.
The journal of peptide research : official journal of the American Peptide Society, 50(1), 1-13 (1997-07-01)
The effect of replacing one of the proline residues in either unsubstituted homochiral or heterochiral diproline segments with either a 2- or a 3-substituted prolyl residue on the allowed conformational of the diproline template has been examined. In heterochiral (L-D)
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Proline Derivatives and Analogs

Proline analogues are promising candidates for tuning the biological, pharmaceutical, or physicochemical properties of naturally occuring, as well as de novo designed, linear, and, cyclic peptides.

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