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Key Documents

Safety Information

30900

Sigma-Aldrich

3,4-Dehydro-DL-proline

≥99.0% (T)

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:
12352200
PubChem Substance ID:

Assay

≥99.0% (T)

mp

245 °C (dec.) (lit.)
245-250 °C (dec.)

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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Other Notes

Literature see 30890 3,4-Dehydro-L-proline

Storage Class Code

13 - Non 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

Regulatory Information

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A.B. Mauger et al.
Chemical Reviews, 66, 47-47 (1966)
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

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