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Fmoc-Gly-Gly-OH

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Fmoc-Gly-Gly-OH Basic information
Product Name:Fmoc-Gly-Gly-OH
Synonyms:N-9-Fluorenylmethoxycarbonylglycylglycine;FMOC-GLYCYL-GLYCINE;FMOC-GLY-GLY-OH;N-[(9H-Fluoren-9-ylmethoxy)carbonyl]glycyl-glycine;2-(2-(((9H-fluoren-9-yl)methoxy)carbonylamino)acetamido)acetic acid;REF DUPL: Fmoc-Gly-Gly-OH;FMoc-Gly-Gly;FMoc-Gly4
CAS:35665-38-4
MF:C19H18N2O5
MW:354.36
EINECS:1533716-785-6
Product Categories:Amino Acid Derivatives;ADCs
Mol File:35665-38-4.mol
Fmoc-Gly-Gly-OH Structure
Fmoc-Gly-Gly-OH Chemical Properties
Melting point 176-177 °C
Boiling point 684.1±45.0 °C(Predicted)
density 1.338±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,2-8°C
pka3.39±0.10(Predicted)
form Powder
color White
InChIInChI=1S/C19H18N2O5/c22-17(20-10-18(23)24)9-21-19(25)26-11-16-14-7-3-1-5-12(14)13-6-2-4-8-15(13)16/h1-8,16H,9-11H2,(H,20,22)(H,21,25)(H,23,24)
InChIKeyFBKUOPULLUJMOC-UHFFFAOYSA-N
SMILESC(O)(=O)CNC(=O)CNC(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O
Safety Information
HS Code 2924297099
MSDS Information
Fmoc-Gly-Gly-OH Usage And Synthesis
DescriptionFmoc-Gly-Gly-OH is a peptide linker. The Fmoc group can be deprotected under basic condition to obtain the free amine which can be used for further conjugations.
Chemical PropertiesWhite powder
UsesFmoc-Gly-Gly-OH is a cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs)[1].
Synthesis
Glycylglycine

556-50-3

9-Fluorenylmethyl chloroformate

28920-43-6

Fmoc-Gly-Gly-OH

35665-38-4

General procedure for the synthesis of N-fluorenylmethoxycarbonyl-glycyl-glycine from bisglycopeptide and chloroformic acid-9-fluorenylmethyl ester: 15 mL of dioxane was added to a mixture of bisglycopeptide (1 mmol) and chloroformic acid-9-fluorenylmethyl ester (1.2 mmol), cooled to 0 °C and then an equal volume of a 1N Na2CO3 solution was slowly added. The reaction mixture was stirred at room temperature for 12 hours. The progress of the reaction was monitored by thin layer chromatography (TLC) and after confirming the completion of the reaction, the reaction solution was acidified to pH 4-5 with 1 M HCl. The reaction mixture was extracted with ethyl acetate (3 x 70 mL) at 0 °C. The organic phases were combined, dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford pure N-fluorenylmethoxycarbonyl-glycyl-glycine in 89% yield.

IC 50Cleavable Linker
References[1] Beck A, et al. Strategies and challenges for the next generation of antibody-drug conjugates. Nat Rev Drug Discov. 2017 May;16(5):315-337. DOI:10.1038/nrd.2016.268
Fmoc-Gly-Gly-OH Preparation Products And Raw materials
Raw materialsGlycylglycine-->Glycine-->FMOC-GLY-OSU-->9-Fluorenylmethyl chloroformate-->Water-->Sodium carbonate-->1,4-Dioxane
Tag:Fmoc-Gly-Gly-OH(35665-38-4) Related Product Information
4-Hydroxy-D-(-)-2-phenylglycine Fmoc-Aib-OH 4-Aminophenylacetic acid Glycine N-Carbobenzyloxyglycine Glycylglycine 9-Fluorenylmethyl chloroformate METHOXYFENOZIDE Fmoc-Gly-OH Fmoc-OSu Fmoc FMOC-ALA-ALA-OH Fmoc-Pro-Pro-OH FMOC-LYS(BOC)-LEU-OH FMOC-ALA-PRO-OH FMOC-NLE-NLE-OH FMOC-SER(TBU)-THR(TBU)-OH FMOC-PHE-ARG-OH

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