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341517

Sigma-Aldrich

Tetrahydro-2-furoic acid

97%

Synonym(s):

Tetrahydrofuran-2-carboxylic acid

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About This Item

Empirical Formula (Hill Notation):
C5H8O3
CAS Number:
16874-33-2
Molecular Weight:
116.12
Beilstein:
109671
MDL number:
MFCD00022473
UNSPSC Code:
12352100
PubChem Substance ID:
24860955
NACRES:
NA.22

Assay

97%

form

liquid

contains

250 ppm BHT as inhibitor

refractive index

n20/D 1.46 (lit.)

bp

128-129 °C/13 mmHg (lit.)
237-243 °C (lit.)

density

1.209 g/mL at 25 °C (lit.)

SMILES string

OC(=O)C1CCCO1

InChI

1S/C5H8O3/c6-5(7)4-2-1-3-8-4/h4H,1-3H2,(H,6,7)

InChI key

UJJLJRQIPMGXEZ-UHFFFAOYSA-N

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General description

Tetrahydro-2-furoic acid inhibits the programmed cell death of Xanthomonas campestris strains. It is a specific inhibitor of proline dehydrogenase, a mitochondrial flavoenzyme that oxidizes proline.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Surbhi Wadhawan et al.
PloS one, 9(5), e96423-e96423 (2014-05-03)
Xanthomonas campestris strains have been reported to undergo programmed cell death (PCD) in a protein rich medium. Protein hydrolysates used in media such as nutrient broth comprise of casein digest with abundance of proline and glutamate. In the current study
Navasona Krishnan et al.
Free radical biology & medicine, 44(4), 671-681 (2007-11-27)
The potential of proline to suppress reactive oxygen species (ROS) and apoptosis in mammalian cells was tested by manipulating intracellular proline levels exogenously and endogenously by overexpression of proline metabolic enzymes. Proline was observed to protect cells against H(2)O(2), tert-butyl
S Bando et al.
Acta crystallographica. Section C, Crystal structure communications, 46 ( Pt 1), 106-108 (1990-01-15)
C5H10O4, Mr = 134.31, monoclinic, P2(1), a = 11.670 (2), b = 6.177 (3), c = 10.704 (2) A, beta = 115.11 (2) degrees, V = 698.7 (4) A3, Z = 4, Dm = 1.26, Dx = 1.28 g cm-3
Chengwen Feng et al.
Animals : an open access journal from MDPI, 10(9) (2020-09-05)
Proline was reported to improve sperm quality in rams, stallions, cynomolgus monkeys, donkeys, and canines during cryopreservation. However, the underlying mechanism remains unclear. The aim of this study was to investigate the effect of proline on boar semen during liquid
Lukasz Szoka et al.
Molecular and cellular biochemistry, 435(1-2), 197-206 (2017-05-21)
Abundance of proline (Pro) in collagen molecule led us to investigate whether Pro supply affects collagen biosynthesis in human skin fibroblasts. Treatment of the cells with milimolar concentrations (5 and 10 mM) of Pro for 24 and 48 h contributed to increase
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