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Key Documents

377619

Sigma-Aldrich

D-Threitol

99%

Synonym(s):

(2R,3R)-1,2,3,4-Butanetetrol

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About This Item

Linear Formula:
HOCH2[CH(OH)]2CH2OH
CAS Number:
Molecular Weight:
122.12
Beilstein/REAXYS Number:
1719752
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.22

assay

99%

form

solid

optical activity

[α]20/D −14°, c = 2 in ethanol

mp

88-90 °C (lit.)

SMILES string

OC[C@@H](O)[C@H](O)CO

InChI

1S/C4H10O4/c5-1-3(7)4(8)2-6/h3-8H,1-2H2/t3-,4-/m1/s1

InChI key

UNXHWFMMPAWVPI-QWWZWVQMSA-N

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pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

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A Döss et al.
Physical review letters, 88(9), 095701-095701 (2002-02-28)
We have studied details of the molecular origin of slow secondary relaxation near T(g) in a series of neat polyalcohols by means of dielectric spectroscopy and (2)H NMR. From glycerol to threitol, xylitol, and sorbitol the appearance of the secondary
Jonathan D Silk et al.
Journal of immunology (Baltimore, Md. : 1950), 180(10), 6452-6456 (2008-05-06)
Invariant NKT cells (iNKT cells) recognize CD1d/glycolipid complexes. We demonstrate that the nonglycosidic compound threitolceramide efficiently activates iNKT cells, resulting in dendritic cell (DC) maturation and the priming of Ag-specific T and B cells. Threitolceramide-pulsed DCs are more resistant to
M C Alliegro
Analytical biochemistry, 282(1), 102-106 (2000-06-22)
Dithiothreitol (DTT) is widely used to reduce disulfide bonds in the analysis of protein structure and function. However, thiol-disulfide exchange is not the only mechanism whereby DTT can alter protein function. We observe that DTT diminishes the carbohydrate binding activity
B J Ortwerth et al.
Experimental eye research, 58(6), 665-674 (1994-06-01)
L-Threose is a significant degradation product of ascorbic acid at pH 7.0 in the presence of oxygen. When compared to several other ascorbate-derived degradation products, it had the greatest ability to glycate and crosslink lens proteins in vitro. To determine
F Bravo et al.
Carbohydrate research, 336(2), 83-97 (2001-11-02)
Differently protected erythro and threo furanoid glycals were synthesized by selenoxide elimination when phenyl 1-selenoglycosides were treated in oxidizing conditions (tBuOOH, Ti(O(i)Pr)(4), Et(2)(i)PrN). The phenyl 1-selenoglycosides were obtained from methyl 2-deoxy-D-erythro-pentofuranoside by protection of the primary hydroxyl or both hydroxyls

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