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Key Documents

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:
Molecular Weight:
113.11
Beilstein:
471693
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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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N S Fedarko et al.
Journal of bone and mineral research : the official journal of the American Society for Bone and Mineral Research, 10(11), 1705-1712 (1995-11-01)
Clinical studies indicate that as a group, osteogenesis imperfecta (OI) subjects are shorter than age- and sex-matched controls. Not only somatic growth, but also cellular growth appears to be impaired, and these may be related to defects in extracellular matrix
Maïté Vicré et al.
Plant physiology, 138(2), 998-1008 (2005-05-24)
Plant roots of many species produce thousands of cells that are released daily into the rhizosphere. These cells are commonly termed border cells because of their major role in constituting a biotic boundary layer between the root surface and the
D M Goli et al.
Carbohydrate research, 259(2), 219-241 (1994-06-17)
(2R,3R,4S)-2-Hydroxymethylpyrrolidine-3,4-diol (1,4-dideoxy-1,4-imino-D-ribitol) was synthesized in five steps from N-protected (2S)-3,4-dehydroproline methyl esters. The stereoselective reaction of osmium tetraoxide with dehydroproline derivatives gave high yields of (2S,3R,4S)-3,4-dihydroxyprolines (2,3-trans-3,4-cis-3,4-dihydroxy-L-prolines) accompanied by small amounts (< 15%) of the diastereomeric (2S,3S,4R)-3,4-dihydroxyprolines (2,3-cis-3,4-cis-3,4-dihydroxy-L-prolines). The mixture
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
G Xiao et al.
Molecular endocrinology (Baltimore, Md.), 11(8), 1103-1113 (1997-07-01)
Osteocalcin is a hormonally regulated calcium-binding protein made almost exclusively by osteoblasts. In normal cells, osteocalcin expression requires ascorbic acid (AA), an essential cofactor for osteoblast differentiation both in vivo and in vitro. To determine the mechanism of this regulation

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