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862126

Sigma-Aldrich

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:
3395-35-5
Molecular Weight:
113.11
Beilstein:
471693
EC Number:
222-243-3
MDL number:
MFCD00005214
UNSPSC Code:
12352209
PubChem Substance ID:
24888566
NACRES:
NA.22

Quality Level

100

Assay

98%

form

crystals

reaction suitability

reaction type: solution phase peptide synthesis

mp

245 °C (dec.) (lit.)

application(s)

peptide synthesis

SMILES string

OC(=O)C1NCC=C1

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

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Related Categories

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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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
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
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
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
Zhaohui Meng et al.
Protein expression and purification, 49(1), 83-87 (2006-04-08)
Pyrroline-5-carboxylate reductase (P5CR) catalyzes the reduction of Delta1-pyrroline-5-carboxylate (P5C) to proline with concomitant oxidation of NAD(P)H to NAD(P)(+). The enzymatic cycle between P5C and proline is very important in many physiological and pathological processes. Human P5CR was over-expressed in Escherichia
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