Phenyl β-D-thiogalactopyranoside

Name: Phenyl β-D-thiogalactopyranoside
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CAS No. 16758-34-2
Cat. No. CS-0064650
Molecule weight272.32
Purity≥97%
MDL No.MFCD00063272

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Phenyl β-D-thiogalactopyranoside|CS-0064650

Structure of 16758-34-2

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General Information

CAS No. 16758-34-2
Cat. No. CS-0064650
Purity ≥97%
MDL No. MFCD00063272
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₆O₅S
Molecular Weight 272.32
Synonym(s) Phenyl 1-thio-beta-D-galactopyranoside
SMILES O[C@H]([C@H]([C@@H](O)[C@@H](CO)O1)O)[C@@H]1SC2=CC=CC=C2

Description

Phenyl β-D-thiogalactopyranoside is a stable glycoside analog featuring a thioglycosidic linkage that resists enzymatic hydrolysis. This robust scaffold serves as an effective substrate mimic in carbohydrate chemistry and structural biology studies, particularly for probing lectin-carbohydrate interactions.

Application

Phenyl β-D-thiogalactopyranoside serves as a stable, bench-ready glycosyl donor for the synthesis of β-glycosidic linkages. Its thioglycoside functionality enables reliable activation under mild conditions, facilitating selective glycosylation reactions with broad functional group tolerance. This compound functions as a key building block in the construction of complex oligosaccharides and glycoconjugates, offering predictable stereocontrol and ease of purification.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 90.15
LogP -0.4214
H_Acceptors 6
H_Donors 4
Rotatable_Bonds 3

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Tetrahydropyran compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Carbohydrates

Key Words

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Phenyl β-D-thiogalactopyranoside

CAS No. 16758-34-2

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