Acetyl-O-tert-butyl-L-threonine

CAS: 163277-80-3

Ref. 3D-FA48153

Product Information

• Name: Acetyl-O-tert-butyl-L-threonine
• Synonyms: Ac-L-Thr(tBu)-OH

Description

Acetyl-O-tert-butyl-L-threonine is a synthetic, cyclodepsipeptide analog of threonine. It is synthesized by the cyclization of acetylated oxazolones. Acetylation at the C4 position creates a chiral center and this molecule can exist in two stereoisomers: S or R. The biological activity of these stereoisomers is different. The R-isomer has higher affinity for the membrane surface and better permeability through the cell membrane than does the S-isomer. This difference in permeability may be due to the orientation of hydrophobic groups on the molecule. Acetyl-O-tert-butyl-L-threonine has been shown to have pharmacokinetic profiles that are advantageous for drug delivery as well as interactions with other drugs such as warfarin and phenytoin.

• Brand: Biosynth

Chemical properties

• Molecular weight: 217.26 g/mol
• Formula: C₁₀H₁₉NO₄
• Purity: Min. 95%
• InChI: InChI=1S/C10H19NO4/c1-6(15-10(3,4)5)8(9(13)14)11-7(2)12/h6,8H,1-5H3,(H,11,12)(H,13,14)/t6-,8+/m1/s1
• InChI key: InChIKey=JTQQJUFULLOMEJ-SVRRBLITSA-N
• SMILES: CC(=O)N[C@H](C(=O)O)[C@@H](C)OC(C)(C)C