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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

Certificates of Analysis (COA)

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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
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
L K McCauley et al.
Journal of cellular biochemistry, 61(4), 638-647 (1996-06-15)
The temporal sequence of PTH/PTHrP receptor mRNA, binding, biologic activity, and its dependence on matrix synthesis was determined using MC3T3-E1 preosteoblast-like cells and primary rat calvarial cells in vitro. Osteoblastic cells were induced to differentiate and form mineralized nodules with
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
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
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