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Key Documents

T7392

Sigma-Aldrich

D-(−)-Threose

≥60%, syrup

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About This Item

Empirical Formula (Hill Notation):
C4H8O4
CAS Number:
Molecular Weight:
120.10
Beilstein/REAXYS Number:
1721696
EC Number:
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:

form

syrup

Quality Level

optical activity

[α]20/D -16.4 to -9.8 °, c = 2% (w/v) in water

concentration

≥60%

storage temp.

2-8°C

SMILES string

O[C@H]1COC(O)[C@@H]1O

InChI

1S/C4H8O4/c5-2-1-8-4(7)3(2)6/h2-7H,1H2/t2-,3+,4?/m0/s1

InChI key

FMAORJIQYMIRHF-URORKIPUSA-N

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Storage Class

12 - Non Combustible Liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves


Certificates of Analysis (COA)

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Marc-Olivier Ebert et al.
Journal of the American Chemical Society, 130(45), 15105-15115 (2008-10-22)
TNA (alpha-( l)-threofuranosyl-(3'-2') nucleic acid) is a nucleic acid in which the ribofuranose building block of the natural nucleic acid RNA is replaced by the tetrofuranose alpha-( l)-threose. This shortens the repetitive unit of the backbone by one bond as
Laurence Burroughs et al.
Chemical communications (Cambridge, England), 46(26), 4776-4778 (2010-05-21)
Esters of proteinogenic amino acids efficiently catalyse the formation of erythrose and threose under aqueous conditions in the highest yields and enantioselectivities yet reported. Remarkably while esters of (L)-proline yield (L)-carbohydrates, esters of (L)-leucine and (L)-alanine generate (D)-carbohydrates, offering the
Gertjan J M den Hartog et al.
Nutrition (Burbank, Los Angeles County, Calif.), 26(4), 449-458 (2009-07-28)
Hyperglycemia, oxidative stress, and the onset and progression of diabetic complications are strongly linked. Reduction of oxidative stress could be of utmost importance in the long-term treatment of diabetic patients. The chronic nature of the disease calls for a mode
Mathias Ferencic et al.
Chemistry & biodiversity, 1(7), 939-979 (2006-12-29)
As part of a project that aims at screening TNA-related oligonucleotide systems in which threose backbone units may have some or all of their oxygen functions replaced by nitrogen, two TNA analogs containing (2'NH)- and (3'NH)-phosphoramidate groups, respectively, in place
Luís Hernandez-García et al.
The Journal of organic chemistry, 72(22), 8196-8201 (2007-09-29)
Primary alkoxyl free radicals were generated from their readily synthesized N-phthalimido derivatives under reductive conditions. Primary alkoxyl radicals derived from their corresponding xylo- and ribofuranose derivatives underwent, exclusively, an unusual beta-fragmentation affording L-threose and D-erythrose derivatives, respectively. This occurs because

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