CAS 116821-47-7 Fmoc-GABA-OH - Materials / Alfa Chemistry

NAVIGATION

Fmoc-GABA-OH

PRICE INQUIRY

Catalog Number

ACM116821477

CAS Number

116821-47-7

Product Name

Fmoc-GABA-OH

Category

Polymers

IUPAC Name

4-(9H-fluoren-9-ylmethoxycarbonylamino)butanoic acid

Molecular Weight

325.4g/mol

Molecular Formula

C19H19NO4

Canonical SMILES

C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NCCCC(=O)O

InChI

InChI=1S/C19H19NO4/c21-18(22)10-5-11-20-19(23)24-12-17-15-8-3-1-6-13(15)14-7-2-4-9-16(14)17/h1-4,6-9,17H,5,10-12H2,(H,20,23)(H,21,22)

InChI Key

ACUIFAAXWDLLTR-UHFFFAOYSA-N

Application

Fmoc-GABA-OH, or 4-(Fmoc-amino)butyric acid, is a versatile compound primarily utilized in agrochemical, pharmaceutical, and dyestuff industries. It finds significant application in Fmoc solid-phase peptide synthesis, serving as a critical component due to its structure of an alkane chain terminated with an Fmoc-protected amine and a carboxylic acid group. This allows for efficient use as a PROTAC linker in the creation of PROTACs and various conjugation processes. Under basic conditions, the Fmoc protection can be removed, revealing a free amine that facilitates further conjugations, while the carboxylic acid terminal can react with primary amine groups, especially in the presence of activators such as EDC or HATU, forming stable amide bonds.

Complexity

431

Covalently-Bonded Unit Count

Exact Mass

325.131408g/mol

Formal Charge

Heavy Atom Count

Monoisotopic Mass

325.131408g/mol

Rotatable Bond Count

XLogP3

2.9