ChemicalBook--->CAS DataBase List--->1993176-75-2

1993176-75-2

1993176-75-2 Structure

1993176-75-2 Structure
IdentificationBack Directory
[Name]

.
[CAS]

1993176-75-2
[Synonyms]

N3-Gly-Gly-Gly-OH
N-(2-azidoacetyl)glycylglycine
[Molecular Formula]

C6H9N5O4
[MOL File]

1993176-75-2.mol
[Molecular Weight]

215.17
Chemical PropertiesBack Directory
[form ]

crystalline powder
[pka]

3.309±0.10(predicted)
[color ]

White
Safety DataBack Directory
[HS Code ]

2929900090
Hazard InformationBack Directory
[Uses]

N3-Gly-Gly-Gly-OH is a oligo-Gly click chemistry reagent containing an azide group. Oligo-Gly also has been used as linker to combine different subunits of dimeric or oligomeric proteins or to create artificial multi-domain proteins. By modification into Gly-Gly-Gly-Ser motifs high solubility can be achieved[1][2][3]. N3-Gly-Gly-Gly-OH is a click chemistry reagent, it contains an Azide group and can undergo copper-catalyzed azide-alkyne cycloaddition reaction (CuAAc) with molecules containing Alkyne groups. It can also undergo strain-promoted alkyne-azide cycloaddition (SPAAC) reactions with molecules containing DBCO or BCN groups.
[References]

[1] Imanishi M, et al. DNA-bending finger: artificial design of 6-zinc finger peptides with polyglycine linker and induction of DNA bending. Biochemistry. 2000 Apr 18;39(15):4383-90. DOI:10.1021/bi992989b
[2] Tsygankova SV, et al. Biantennary oligoglycines and glyco-oligoglycines self-associating in aqueous medium. Beilstein J Org Chem. 2014 Jun 17;10:1372-82. DOI:10.3762/bjoc.10.140
[3] Hashii N, et al. [Site-specific O-Glycosylation Analysis of Therapeutic Fc-fusion Protein by Mass Spectrometry]. Yakugaku Zasshi. 2018;138(12):1483-1494. Japanese. DOI:10.1248/yakushi.18-00020-2
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