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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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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
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
Young Kee Kang et al.
Biopolymers, 92(5), 387-398 (2009-04-18)
The conformational study of N-acetyl-N'-methylamide of L-3,4-dehydroproline (Ac-Dhp-NHMe, the Dhp dipeptide) is carried out using hybrid density functional methods with the self-consistent reaction field method in the gas phase and in solution (chloroform and water). The incorporation of a double
XueLian Zhang et al.
Journal of experimental botany, 59(14), 4045-4058 (2008-10-22)
Extensins are cell wall basic glycoproteins with a polypeptide backbone that is extremely rich in hydroxyproline. In this paper, the function of extensins in embryo development was studied in Nicotiana tabacum. By using Western blot and immunohistochemistry, the extensin JIM20
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