2-Azidoethyl β-lactopyranoside

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2-Azidoethyl β-lactopyranoside Basic information
Product Name:2-Azidoethyl β-lactopyranoside
Synonyms:2-Azidoethyl beta-lactopyranoside;2-Azidoethyl beta-lactopyranoside >=95%;2-Azidoethyl β-D-lactoside;2-Azidoethyl β-lactopyranoside;β-D-Lac-Ethyl-Azide;RMA-496;b-D-Glucopyranoside, 2-azidoethyl 4-O-b-D-galactopyranosyl-
CAS:230286-11-0
MF:C14H25N3O11
MW:411.36
EINECS:
Product Categories:
Mol File:230286-11-0.mol
2-Azidoethyl β-lactopyranoside Structure
2-Azidoethyl β-lactopyranoside Chemical Properties
storage temp. -20°C
form solid
biological sourcesynthetic (organic)
InChI1S/C14H25N3O11/c15-17-16-1-2-25-13-11(24)9(22)12(6(4-19)27-13)28-14-10(23)8(21)7(20)5(3-18)26-14/h5-14,18-24H,1-4H2/t5,6,7,8-,9+,10,11,12+,13+,14-/m0/s1
InChIKeyRJQOAPBBNHAZBL-KZWDPACUSA-N
SMILESO[C@@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](OCCN=[N+]=[N-])O[C@@H]2CO)O[C@@H]1CO
Safety Information
WGK Germany WGK 3
Storage Class11 - Combustible Solids
MSDS Information
2-Azidoethyl β-lactopyranoside Usage And Synthesis
Usesbeta-Lac-EO-N3 is a click chemistry reagent. Click chemistry has great potential for use in binding between nucleic acids, lipids, proteins, and other molecules, and has been used in many research fields because of its beneficial characteristics, including high yield, high specificity, and simplicity[1]. It contains an azide group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing alkyne groups. It can also undergo ring strain-promoted alkyne-azide cycloaddition (SPAAC) with molecules containing DBCO or BCN groups.
Biochem/physiol Actions2-Azidoethyl β-lactopyranoside is an alkylated glycoside. Alkylated glycosides are used as ligands for Click Chemistry. They may also be important as carbohydrate carriers in glycotherapeutic applications, drug carriers for site-specific delivery, drug enhancers for decreasing toxicity, and solubility and protein enhancers.
References[1] Jiang X, et al. Recent applications of click chemistry in drug discovery. Expert Opin Drug Discov. 2019 Aug;14(8):779-789. DOI:10.1080/17460441.2019.1614910
2-Azidoethyl β-lactopyranoside Preparation Products And Raw materials
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2-[2-(2-Azidoethoxy)ethoxy]ethanamine 1,4,7,10-Tetraazacyclododecane-1,4,7,10-tetraacetic acid, 1-(2,5-dioxo-1-pyrrolidinyl) ester DBCO-C6-NHS ester Maleimide-DOTA Mal-PEG2-NHS ester DBCO-NHS Ester