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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:
2418-52-2
Molecular Weight:
122.12
Beilstein/REAXYS Number:
1719752
MDL number:
MFCD00067036
UNSPSC Code:
12352200
PubChem Substance ID:
24863513
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
GHS07

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

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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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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
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)
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
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