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α,α-Trehalose-[1,1'-d2]

General Information
Catalog: BLP-007085
Molecular Formula: C12H20D2O11
Molecular Weight: 344.31
Chemical Structure
α,α-Trehalose-[1,1'-d2]
Synonyms alpha,alpha-[1,1'-2H2]trehalose; [1-2H]Glc(a1-1a)[1-2H]Glc; alpha,alpha-trehalose-1,1'-d2; α,α-[1,1'-D2]trehalose; 1-O-α-D-[1-D]Glucopyranosyl-α-D-[1-D]glucopyranoside
IUPAC Name (2R,3R,4S,5S,6R)-2-deuterio-2-[(2R,3R,4S,5S,6R)-2-deuterio-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
Related CAS 99-20-7 (unlabelled)
Canonical SMILES C(C1C(C(C(C(O1)OC2C(C(C(C(O2)CO)O)O)O)O)O)O)O
InChI InChI=1S/C12H22O11/c13-1-3-5(15)7(17)9(19)11(21-3)23-12-10(20)8(18)6(16)4(2-14)22-12/h3-20H,1-2H2/t3-,4-,5-,6-,7+,8+,9-,10-,11-,12-/m1/s1/i11D,12D
InChI Key HDTRYLNUVZCQOY-ZYLFEKHBSA-N
Boiling Point 675.4±55.0 °C at 760 mmHg
Melting Point >189°C (dec.)
Purity 97% by CP; 98% atom D
Solubility Soluble in Water
Appearance White to Off-White Solid
Storage Store at -20°C

α,α-Trehalose-[1,1'-d2], a deuterated variant of trehalose renowned for its protective attributes in biological systems, finds diverse applications. Here are the key applications:

Metabolic Studies: Serving as a metabolic tracer, α,α-Trehalose-[1,1'-d2] facilitates the exploration of carbohydrate metabolism across different organisms. By monitoring the assimilation and breakdown of deuterated trehalose, researchers uncover intricate metabolic pathways and fluxes. This analysis sheds light on the multifaceted roles of trehalose under varying physiological contexts, unveiling a deeper understanding of metabolic intricacies.

Proteomics Research: Within the realm of proteomics, α,α-Trehalose-[1,1'-d2] plays a critical role in stabilizing proteins and safeguarding their integrity during analytical assessments. It aids in preserving protein structure and functionality during mass spectrometry and similar techniques, ensuring precise protein detection and quantification, especially in complex biological samples. This application safeguards the fidelity of proteomic analyses, enriching the depth of biological insights.

Cryopreservation: Lending its benefits to cryopreservation practices, α,α-Trehalose-[1,1'-d2] shields cells, tissues, and biological samples from damage during freezing and thawing procedures. Its unique properties impede ice crystal formation and mitigate cellular harm, prolonging the viability and utility of preserved samples. This preservation strategy is indispensable for biobanking and enduring storage, safeguarding sample integrity and utility for future studies and applications.

Cell Stress Studies: In exploring cellular responses to stressful environments like dehydration, heat, and oxidative stress, researchers turn to α,α-Trehalose-[1,1'-d2]. Trehalose's protective properties bolster cell survival amidst adverse conditions, enabling an in-depth investigation of cellular resilience mechanisms. By deciphering these protective mechanisms, scientists pave the way for developing strategies to augment cell survival and resilience in various domains, including biotechnology and medical research.

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