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L-Proline methyl ester hydrochloride

Name: <SC>L</SC>-Proline methyl ester hydrochloride
Brand: ALDRICH

98%, for peptide synthesis

Synonym(s):

(S)-Methyl pyrrolidine-2-carboxylate hydrochloride, L-Pro-OMe HCl

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About This Item

Empirical Formula (Hill Notation):

C₆H₁₁NO₂ · HCl

CAS Number:

2133-40-6

Molecular Weight:

165.62

Beilstein:

3596045

EC Number:

218-363-0

MDL number:

MFCD00012708

UNSPSC Code:

12352209

eCl@ss:

32160406

PubChem Substance ID:

24857264

NACRES:

NA.22

product name

L-Proline methyl ester hydrochloride, 98%

Quality Level

100

Assay

98%

form

solid

optical activity

[α]20/D −31°, c = 0.5 in H₂O

reaction suitability

reaction type: solution phase peptide synthesis

mp

69-71 °C (lit.)

application(s)

peptide synthesis

SMILES string

Cl[H].[H][C@]1(CCCN1)C(=O)OC

InChI

1S/C6H11NO2.ClH/c1-9-6(8)5-3-2-4-7-5;/h5,7H,2-4H2,1H3;1H/t5-;/m0./s1

InChI key

HQEIPVHJHZTMDP-JEDNCBNOSA-N

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Amino Acids, Resins & Reagents for Peptide Synthesis

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Application

L-Proline methyl ester hydrochloride can be used as:

A building block in peptide synthesis.
A catalyst to synthesize 3,4-dihydropyrimidin-2-(1H)-ones via Biginelli condensation reaction with aryl aldehydes, methyl acetoacetate, and urea.
A reactant to prepare prolylproline.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Studies on the Biginelli reaction: a mild and selective route to 3, 4-dihydropyrimidin-2 (1H)-ones via enamine intermediates

Mabry J and Ganem B

Tetrahedron Letters, 47(1), 55-56 (2006)

An efficient green synthesis of proline-based cyclic dipeptides under water-mediated catalyst-free conditions

Thajudeen H, et al.

Tetrahedron Letters, 51(9), 1303-1305 (2010)

Synthesis of Prolylproline

Gaidukevich VA, et al.

Russ. J. Org. Chem., 55(7), 1005-1008 (2019)

Systematic Detection of Amino Acid Substitutions in Proteomes Reveals Mechanistic Basis of Ribosome Errors and Selection for Translation Fidelity.

Ernest Mordret et al.

Molecular cell, 75(3), 427-441 (2019-07-30)

The translation machinery and the genes it decodes co-evolved to achieve production throughput and accuracy. Nonetheless, translation errors are frequent, and they affect physiology and protein evolution. Mapping translation errors in proteomes and understanding their causes is hindered by lack

Emily M Christensen et al.

The Journal of biological chemistry, 295(52), 18316-18327 (2020-10-29)

Pyrroline-5-carboxylate reductase 1 (PYCR1) catalyzes the biosynthetic half-reaction of the proline cycle by reducing Δ1-pyrroline-5-carboxylate (P5C) to proline through the oxidation of NAD(P)H. Many cancers alter their proline metabolism by up-regulating the proline cycle and proline biosynthesis, and knockdowns of

Chromatograms

GC Analysis of Proline Methyl Ester Enantiomers (N-Acetyl Derivatives) on Astec^® CHIRALDEX^™ G-TA

suitable for GC

GC Analysis of Proline Methyl Ester Enantiomers (N-Trifluoroacetyl Derivatives) on Astec^® CHIRALDEX^™ G-TA