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56845

Sigma-Aldrich

L-(+)-Erythrulose

≥85% (HPLC)

Synonym(s):
S-1,3,4-Trihydroxy-2-butanone, L-Glycero-2-tetrulose
Empirical Formula (Hill Notation):
C4H8O4
CAS Number:
Molecular Weight:
120.10
MDL number:
PubChem Substance ID:
NACRES:
NA.25

assay

≥85% (HPLC)

optical activity

[α]/D 12.0±2.0°, c = 2 in H2O (24 h)

impurities

≤23% water

storage temp.

room temp

SMILES string

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

InChI

1S/C4H8O4/c5-1-3(7)4(8)2-6/h3,5-7H,1-2H2/t3-/m0/s1

InChI key

UQPHVQVXLPRNCX-VKHMYHEASA-N

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Application

L-(+)-Erythrulose is used as a tanning agent in the cosmetics industry and a source of chiral ethyl ketones used in aldo reaction organic synthesis.

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 56845.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

More documents

Quotes and Ordering

Santiago Díaz-Oltra et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 14(30), 9240-9254 (2008-08-30)
Both matched and mismatched diastereoselection have been observed in aldol reactions of a boron enolate of a protected L-erythrulose derivative with several chiral alpha-fluoro and alpha-amino aldehydes. Strict adherence to the Felkin-Anh model for the respective transition structures does not
G L Simpson et al.
Biochimica et biophysica acta, 1501(1), 12-24 (2000-03-23)
The degradation of L-ascorbate (AsA) and its primary oxidation products, L-dehydroascorbate (DHA) and 2,3-L-diketogulonate (2, 3-DKG) were studied under physiological conditions. Analysis determined that L-erythrulose (ERU) and oxalate were the primary degradation products of ASA regardless of which compound was
J Alberto Marco et al.
The Journal of organic chemistry, 68(22), 8577-8582 (2003-10-25)
Both matched and mismatched diastereoselections have been observed in aldol reactions of the B,B-dicyclohexylboron enolate of a protected l-erythrulose derivative with a range of chiral aldehydes. The stereochemical outcome of reactions with alpha-methyl aldehydes can be adequately explained within the
Matilte Halma et al.
Biosensors & bioelectronics, 87, 850-857 (2016-09-23)
In the present work, we describe a new thiamine amperometric biosensor based on thiamine pyrophosphate (ThDP)-dependent transketolase (TK)-catalyzed reaction, followed by the oxidative trapping of TK intermediate α,β-dihydroxyethylthiamine diphosphate (DHEThDP) within the enzymatic active site. For the biosensor design purpose
Santiago Díaz-Oltra et al.
The Journal of organic chemistry, 70(20), 8130-8139 (2005-11-10)
[Chemical reaction: See text] Both matched and mismatched diastereoselections have been observed in the aldol reactions of a range of chiral aldehydes with the dicyclohexylboron enolate of a chiral ethyl ketone related to L-erythrulose. As was previously observed in the

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