Skip to Content
Merck
All Photos(1)

Key Documents

670871

Sigma-Aldrich

(S)-(+)-Pyrrolidine-3-carboxylic acid

≥98.0% (NT)

Synonym(s):

(S)-β-Proline

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C5H9NO2
CAS Number:
Molecular Weight:
115.13
Beilstein:
3537293
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.22

Assay

≥98.0% (NT)

form

solid

optical activity

[α]/D 20.0±2.0°, c = 2 in H2O

reaction suitability

reaction type: solution phase peptide synthesis

application(s)

peptide synthesis

storage temp.

2-8°C

SMILES string

OC(=O)[C@H]1CCNC1

InChI

1S/C5H9NO2/c7-5(8)4-1-2-6-3-4/h4,6H,1-3H2,(H,7,8)/t4-/m0/s1

InChI key

JAEIBKXSIXOLOL-BYPYZUCNSA-N

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

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Alan Armstrong et al.
The Journal of organic chemistry, 74(14), 5041-5048 (2009-06-03)
7-Azabicyclo[2.2.1]heptane-2-carboxylic acid 11 was prepared in enantiopure form, and its catalytic potential in the direct aldol reaction between acetone and 4-nitrobenzaldehyde was assessed. The bicyclic system was found to be more selective than its monocyclic analogue beta-proline 5b. A comparative
Haile Zhang et al.
Journal of the American Chemical Society, 130(3), 875-886 (2008-01-01)
The development of enantioselective anti-selective Mannich-type reactions of aldehydes and ketones with imines catalyzed by 3-pyrrolidinecarboxylic acid and related pyrrolidine derivatives is reported in detail. Both (3R,5R)-5-methyl-3-pyrrolidinecarboxylic acid and (R)-3-pyrrolidinecarboxylic acid efficiently catalyzed the reactions of aldehydes with alpha-imino esters
Giuliana Cardillo et al.
Journal of medicinal chemistry, 45(12), 2571-2578 (2002-05-31)
In this paper we describe the synthesis and affinity toward the mu-opioid receptor of some tetrapeptides obtained from endomorphin-1, H-Tyr-Pro-Trp-Phe-NH(2) (1), by substituting each amino acid in turn with its homologue. The ability to bind mu-opioid receptors depends on the
Souvik Banerjee et al.
The Journal of organic chemistry, 77(23), 10925-10930 (2012-11-07)
A straightforward stereoselective and enantiodivergent cyclization strategy for the construction of γ-lactams is described. The cyclization strategy makes use of chiral malonic esters prepared from enantiomerically enriched monoesters of disubstituted malonic acid. The cyclization occurs with the selective displacement of
Santi Spampinato et al.
European journal of pharmacology, 469(1-3), 89-95 (2003-06-05)
We previously described a novel endomorphin-1 analogue (Tyr-L-beta-Pro-Trp-Phe-NH(2); Endo1-beta-Pro) more resistant to enzymatic hydrolysis than endomorphin-1 that acts as a mu-opioid receptor agonist. In this study we report that Endo1-beta-Pro, s.c. injected in the mouse, is an effective antinociceptive agent

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service