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377619

Sigma-Aldrich

D-Threitol

99%

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Synonym(s):
(2R,3R)-1,2,3,4-Butanetetrol
Linear Formula:
HOCH2[CH(OH)]2CH2OH
CAS Number:
Molecular Weight:
122.12
Beilstein:
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

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

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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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
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
Timothy M Chapman et al.
Journal of the American Chemical Society, 127(2), 506-507 (2005-01-13)
Chlorination-elimination chemistry coupled with three-component Joullié-Ugi reaction and facile deprotection allowed efficient access to an array of polyhydroxylated pyrrolidines through parallel synthesis that may be considered to be a library of imino (aza) sugars (glycomimetics) and/or dihydroxyprolyl peptides (peptidomimetics). The
Amplification of dynamic chiral crown ether complexes during cyclic acetal formation.
Benzion Fuchs et al.
Angewandte Chemie (International ed. in English), 42(35), 4220-4224 (2003-09-23)
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

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