Fmoc-Ala-Ala-PAB

• CAT Number: I042465
• CAS Number: 1384263-83-5
• Molecular Formula: C28H29N3O5
• Molecular Weight: 487.55
• Purity: ≥95%
• Synonyms: 9H-fluoren-9-ylmethyl N-[(2S)-1-[[(2S)-1-[4-(hydroxymethyl)anilino]-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]carbamate
• InChI: InChI=1S/C28H29N3O5/c1-17(27(34)31-20-13-11-19(15-32)12-14-20)29-26(33)18(2)30-28(35)36-16-25-23-9-5-3-7-21(23)22-8-4-6-10-24(22)25/h3-14,17-18,25,32H,15-16H2,1-2H3,(H,29,33)(H,30,35)(H,31,34)/t17-,18-/m0/s1
• InChIKey: WFJHIWKUWIKWLW-ROUUACIJSA-N
• SMILES: CC(C(=O)NC1=CC=C(C=C1)CO)NC(=O)C(C)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24

Fmoc-Ala-Ala-PAB (Cat No.: I042465) is a synthetic peptide linker consisting of two alanine residues (Ala-Ala) protected at the N-terminus with a fluorenylmethyloxycarbonyl (Fmoc) group and attached to a para-aminobenzyl (PAB) moiety at the C-terminus. The Fmoc group allows standard solid-phase peptide synthesis (SPPS), while the PAB group serves as a self-immolative linker, often used in prodrug or drug delivery systems. Upon enzymatic or chemical activation, the PAB moiety facilitates payload release. This compound is valuable in designing cleavable linkers for targeted therapeutics.

Reference

[1]. Wayne C Widdison, et al. Development of Anilino-Maytansinoid ADCs that Efficiently Release Cytotoxic Metabolites in Cancer Cells and Induce High Levels of Bystander Killing. Bioconjug Chem. 2015 Nov 18;26(11):2261-78.
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