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670774

Sigma-Aldrich

(R)-(−)-Pyrrolidine-3-carboxylic acid

≥99.0% (NT)

Synonym(s):

(R)-β-Proline

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About This Item

Empirical Formula (Hill Notation):
C5H9NO2
CAS Number:
Molecular Weight:
115.13
Beilstein:
5496144
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

Assay

≥99.0% (NT)

form

solid

optical activity

[α]/D -20.5±1.5°, 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-/m1/s1

InChI key

JAEIBKXSIXOLOL-SCSAIBSYSA-N

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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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Joanna Katarzyńska et al.
Journal of peptide science : an official publication of the European Peptide Society, 14(12), 1283-1294 (2008-09-30)
Immune response suppressors are used in the medical praxis to prevent graft rejection after organ transplantation and in the therapy of some autoimmune diseases. As a continuation of our previous work searching for new, effective suppressors devoid of toxicity, we
Wesley R R Harker et al.
Organic & biomolecular chemistry, 10(7), 1406-1410 (2012-01-05)
α-Alkyl β-amino esters are available in high diastereoselectivity through a silicon-free Claisen enolate [3,3]-sigmatropic rearrangement of enamide esters. Optimisation studies have probed the crucial role of the initial enolisation and the nature of the enamide N-centre. The demonstration of chirality
David Steer et al.
Biochemistry, 41(35), 10819-10826 (2002-08-28)
The enzyme EC 3.4.24.15 (EP 24.15) is a zinc metalloendopeptidase whose precise function in vivo remains unknown but is thought to participate in the regulated metabolism of a number of specific neuropeptides. The lack of stable and selective inhibitors has
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
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

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