23010-55-1

Basic information

• Product Name: Boc-Lys(Z)-Thr-OMe
• Synonyms: Boc-Lys(Z)-Thr-OMe
• CAS NO: 23010-55-1
• Molecular Weight: 495.573
• Mol File: 23010-55-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Boc-Lys(Z)-Thr-OMe(CAS DataBase Reference)
• NIST Chemistry Reference: Boc-Lys(Z)-Thr-OMe(23010-55-1)
• EPA Substance Registry System: Boc-Lys(Z)-Thr-OMe(23010-55-1)

Safety Data

• Hazardous Substances Data: 23010-55-1(Hazardous Substances Data)

Upstream product

• 2389-45-9 Boc-Lys(Z)-OH 
• 3373-59-9 L-threonine methyl ester 
• 84890-96-0 C₂₄H₃₆N₂O₈ 
• 39994-75-7 L-threonine methyl ester hydrochloride 
• 3373-59-9 L-threonine methyl ester 

Downstream Products

• 728041-47-2 Boc-Arg(NO₂)-Pro-Lys(Z)-ThrOMe 
• 47750-65-2 (N^α-Boc-N^ε-Z-Lys)-Thr 

Relevant articles and documents

Synthesis of functionalized new conjugates of batracylin with tuftsin/retro-tuftsin derivatives and their biological evaluation

New batracylin conjugates with tuftsin/retro-tuftsin derivatives were designed and synthesized using T3P as a coupling agent. The conjugates possess an amide bond formed between the carboxyl group of heterocyclic molecule and the N-termini of the tuftsin/retro-tuftsin chain. The in vitro cytotoxic activity of the new analogues and their precursors was evaluated using a series of human and murine tumor cells. BAT conjugates containing retro-tuftsin with branched side aminoacid chain, in particular with leucine or isoleucine, were about 10-fold more cytotoxic toward two human tumor cell lines (lung adenocarcinoma (A549) and myeloblastic leukemia (HL-60)). These compounds showed about 10-fold increased cytotoxicity against the two types of tumor cells compared to parent BAT. We have not observed important differences in the mechanism of action between BAT and its cytotoxic tuftsin/retro-tuftsin conjugates. We propose that high biological activity of the most active BAT conjugates is a result of their greatly increased intracellular accumulation.

Synthesis of conjugates of muramyl dipeptide and nor-muramyl dipeptide with retro-tuftsin (Arg-Pro-Lys-ThrOMe) as potential immunostimulants

The synthesis of retro-tuftsin analogue of sequence Arg-Pro-Lys-ThrOMe (Scheme 1) and it's conjugates containing MDP (muramyl dipeptide) or nor-MDP (nor-muramyl dipeptide) (Scheme 2) are described.