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Merck
CN

862126

3,4-Dehydro-DL-proline

98%

Synonym(s):

(±)-2,5-Dihydro-1H-pyrrole-2-carboxylic acid, (±)-3-Pyrroline-2-carboxylic acid

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About This Item

Empirical Formula (Hill Notation):
C5H7NO2
CAS Number:
Molecular Weight:
113.11
UNSPSC Code:
12352209
NACRES:
NA.22
PubChem Substance ID:
EC Number:
222-243-3
Beilstein/REAXYS Number:
471693
MDL number:
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InChI

1S/C5H7NO2/c7-5(8)4-2-1-3-6-4/h1-2,4,6H,3H2,(H,7,8)

InChI key

OMGHIGVFLOPEHJ-UHFFFAOYSA-N

SMILES string

OC(=O)C1NCC=C1

assay

98%

form

crystals

reaction suitability

reaction type: solution phase peptide synthesis

mp

245 °C (dec.) (lit.)

application(s)

peptide synthesis

Quality Level

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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J B Cooper et al.
Plant physiology, 104(2), 747-752 (1994-02-01)
We investigated the function of cell wall hydroxyproline-rich glycoproteins by observing the effects of a selective inhibitor of prolyl hydroxylase, 3,4-dehydro-L-proline (Dhp), on wall regeneration by Nicotiana tabacum mesophyll cell protoplasts. Protoplasts treated with micromolar concentrations of Dhp do not
T A Sullivan et al.
The Journal of biological chemistry, 269(36), 22500-22506 (1994-09-09)
During development and fracture repair, endochondral bone formation is preceded by an orderly process of chondrocyte hypertrophy and cartilage matrix calcification. Analysis of calcifying versus noncalcifying cartilage has identified several differences in matrix proteins; among these are appearance of a
A Ledwozyw
Acta physiologica Hungarica, 83(2), 195-202 (1995-01-01)
The influence of 3,4-dehydro-DL-proline and 3,4-dehydro-L-proline on lysyl oxidase, prolyl hydroxylase activities, collagen cross-linking and types of collagen in bleomycin-induced lung injury was investigated. Both proline analogs cause a great fall in prolyl hydroxylase activity without effect on lysyl oxidase
Andrew G Mark et al.
Chemphyschem : a European journal of chemical physics and physical chemistry, 12(8), 1474-1480 (2011-04-28)
The expression of chirality at surfaces, arising from the adsorption of chiral molecules, is usually discussed in terms of the molecular handedness. However, the adsorption process often leads to a new manifestation of chirality in the form of the adsorption
H Jiang et al.
Scandinavian journal of immunology, 44(2), 101-107 (1996-08-01)
Complement subcomponent C1q has been recently implicated in the modulation of autocrine binding of TNF-alpha to murine macrophages for induction of nitric oxide synthase. In the present study, the putative role of C1q in increasing TNF-alpha binding to L929 cells

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