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03768

Sigma-Aldrich

′L-β-Homoproline′ hydrochloride

≥98.0% (TLC)

Synonym(s):

(S)-2-(2-Pyrrolidinyl)acetic acid hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C6H11NO2 · HCl
CAS Number:
53912-85-9
Molecular Weight:
165.62
Beilstein/REAXYS Number:
471672
MDL number:
MFCD07363484
UNSPSC Code:
12352200
PubChem Substance ID:
329747805
NACRES:
NA.26

Quality Level

100

assay

≥98.0% (TLC)

form

powder

color

white to light brown

application(s)

peptide synthesis

SMILES string

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

InChI

1S/C6H11NO2.ClH/c8-6(9)4-5-2-1-3-7-5;/h5,7H,1-4H2,(H,8,9);1H/t5-;/m0./s1

InChI key

VQDACVOAOJQTPR-JEDNCBNOSA-N

Application

L-β-homoproline is a non-coded α-imino acid used in organic peptide synthesis.

Biochem/physiol Actions

L-β-Homoproline is a β amino acid useful in peptide and protein conformation studies.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Dariusz Sobolewski et al.
Journal of peptide science : an official publication of the European Peptide Society, 15(3), 161-165 (2008-11-28)
Using SPPS techniques, six new analogues of AVP and some of its agonists were synthesised. The peptides were designed by substitution of Phe at position 3 of AVP, [Mpa(1)] AVP (dAVP) and [Mpa(1),Val(4),D-Arg(8)]VP (dVDAVP) with L- or D-Pip, a non-coded
Sándor Góbi et al.
Physical chemistry chemical physics : PCCP, 12(41), 13603-13615 (2010-09-21)
In order to test the pseudo-γ-turn forming capability of β-homo-proline (β(3)-HPro) 2-[(2S)-1-acetylpyrrolidin-2-yl]-N-methylacetamide (Ac-β(3)-HPro-NHMe) was synthesized and its potential energy landscape was investigated by infrared (IR) and vibrational circular dichroism (VCD) spectroscopy combined with density functional calculations. Based upon a comparison
New bradykinin B(2) receptor antagonists - influence of C-terminal segment modifications on their pharmacological properties.
Sleszynska M, Kwiatkowska A, et al.
Acta Biochimica Polonica, 56, 6410648-6410648 (2009)

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