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About This Item
Empirical Formula (Hill Notation):
C19H23NO6
Molecular Weight:
361.39
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352106
MDL number:
Assay:
95%
Form:
solid
Quality Segment
assay
95%
form
solid
mp
107-112 °C
storage temp.
2-8°C
SMILES string
CC(=O)Oc1cc(C)cc(C)c1C(C)(C)CC(=O)ON2C(=O)CCC2=O
InChI
1S/C19H23NO6/c1-11-8-12(2)18(14(9-11)25-13(3)21)19(4,5)10-17(24)26-20-15(22)6-7-16(20)23/h8-9H,6-7,10H2,1-5H3
InChI key
KMNOKEFBKJGRFL-UHFFFAOYSA-N
Application
This ′trimethyl lock′ derivative is activated with a succinimidyl ester for modification of amine containing compounds and biomolecules. After modification of your amine of interest, your now ′masked′ molecule can be released by cleavage of the ester, which can be achieved by cellular esterases. This triggers a rapid lactonization reaction of the ′trimethyl lock′ to regenerate your original amine-containing molecule. This approach has been applied to release of fluorophores, peptides, nucleic acids as well as small molecule drugs.
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