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862126

3,4-Dehydro-DL-proline

Name: 3,4-Dehydro-<SC>DL</SC>-proline
Brand: ALDRICH

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

UNSPSC Code:

12352209

NACRES:

NA.22

PubChem Substance ID:

24888566

EC Number:

222-243-3

Beilstein/REAXYS Number:

471693

MDL number:

MFCD00005214

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Properties

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

Description

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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3,4-Dehydroproline inhibits cell wall assembly and cell division in tobacco protoplasts.

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

Ascorbate modulation of chondrocyte gene expression is independent of its role in collagen secretion.

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

Synthesis of 4-aryl-2-pyrrolidones and beta-aryl-gamma-amino-butyric acid (GABA) analogues by Heck arylation of 3-pyrrolines with arenediazonium tetrafluoroborates. Synthesis of (+/-)-rolipram on a multigram scale and chromatographic resolution by semipreparative chiral simulated moving bed chromatography.

Ariel L L Garcia et al.

The Journal of organic chemistry, 70(3), 1050-1053 (2005-01-29)

We report herein a new, practical, and economic synthesis of the phosphodiesterase inhibitor Rolipram on a multigram scale as well as the synthesis of new 4-aryl pyrrolidones and beta-aryl-gamma-amino butyric acids (GABA derivatives) employing an efficient Heck-Matsuda arylation of 3-pyrroline

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Global Trade Item Number

SKU	GTIN
862126-100MG	04061832596563