Fmoc-Gly-Gly-OH
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Fmoc-Gly-Gly-OH

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Fmoc-Gly-Gly-OH is a cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs).

Category
Others
Catalog number
BAT-004994
CAS number
35665-38-4
Molecular Formula
C19H18N2O5
Molecular Weight
354.36
Fmoc-Gly-Gly-OH
IUPAC Name
2-[[2-(9H-fluoren-9-ylmethoxycarbonylamino)acetyl]amino]acetic acid
Synonyms
N-Fmoc-L-glycylglycine; 2-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)acetamido)acetic acid
Appearance
White powder
Purity
>99.3%
Density
1.338±0.06 g/cm3(Predicted)
Melting Point
176-177 °C
Boiling Point
684.1±45.0 °C(Predicted)
Storage
-20°C
Solubility
10 mm in DMSO
InChI
InChI=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)
InChI Key
FBKUOPULLUJMOC-UHFFFAOYSA-N
Canonical SMILES
C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NCC(=O)NCC(=O)O
1.Hydroxymethyl Salicylaldehyde Auxiliary for a Glycine-Dependent Amide-Forming Ligation.
Fouché M1, Masse F1, Roth HJ1. Org Lett. 2015 Oct 16;17(20):4936-9. doi: 10.1021/acs.orglett.5b02350. Epub 2015 Oct 1.
A new amide-forming ligation that requires a glycine or a primary amine at the linkage site is described herein. The distinguishing feature of this ligation is its reliance on an O-hydroxymethyl salicylaldehyde ester at the C-terminus which allows, via an N,O-acetal intermediate, the formation of a native peptide bond.
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