CAS: 19245-85-3; Acetyltrialanine

相似化合物

5874-90-8 1948-31-8 2867-20-1

上下游产品

N-acetyltri-L-alanyl methyl esterAc-AAAYGGFM

📜Phosphoric Acid 2-[(S)-1-((S)-2-Acetylamino-Propionylamino)-Ethyl]-4-Methyl-Oxazol-5-Yl Ester Diphenyl Ester置于重水,三氟乙酸体系中,用 氘代乙腈 用作溶剂,化学反应 0.5H,反应生成N-乙酰基-L-丙氨酰-L-丙氨酰-L-丙氨酸
参考文献:Activation Of The Carboxy Terminus Of A Peptide For Carboxy-Terminal Sequencing
标题:Activation Of The Carboxy Terminus Of A Peptide For Carboxy-Terminal Sequencing
摘要:Previously,We Reported [anal. Biochem. 1992,206,344-352] A New Method Of Sequencing Proteins From The Carboxy Terminus (C-Terminus). The Carboxyl Group At The C-Terminus Is Activated And Derivatized Into A Thiohydantoin (Th). We Reported That,By Alkylating The Th Formed At The C-Terminus,The Th Is Converted Into A Readily Displaced Leaving Group. Reaction With {ncs}(-) Under Acidic Conditions Cleaves The Alkylated Thiohydantoin (Ath) And Derivatizes The Freshly Exposed C-Terminus Into A New Proteinyl-Th. The Efficiency Of The Initial Activation Of The Carboxy Group At The C-Terminus Is Critical To The Initial Yield Of The First Ath Residue. In Order To Directly Observe The Intermediates That Form During Activation Of The C-Terminus,A Model Tripeptide,Acetylalanine-Alanine-Alanine-Oh (Ac-Ala-Ala-Ala-Oh) Was Subjected To The Reagents Used To Form The Peptidyl-Th,Ac-Ala-Ala-Ala-Th. The Reaction Was Monitored By Nuclear Magnetic Resonance Spectroscopy. An Oxazolone Was Observed To Form Immediately At The C-Terminus During The Reaction With Diphenyl Chlorophosphate (Dpcp),Tetraphenyl Pyrophosphate (Tppp),Or Tetramethylchlorouronium Chloride (Tmu-Cl). The Oxazolone Was Observed To React With An Excess Of The Carboxy Group-Activating Reagents While Under Basic Conditions. Diketopiperazine Formation At The C-Terminus Was Also Observed. These Side Reactions Prevent Or Retard The Reaction Of (Ncs)-To Form A Peptidyl-Th And Correlate With A Reduced Initial Yield Observed During Automated C-Terminal Protein Sequencing. The Carboxylic Acid-Reactive Reagents React With The Side-Chain Carboxylic Acid Groups Of Aspartic And Glutamic Acid Residues As Well As The C-Terminus. We Found That The Sidechain Carboxylic Acid Groups In A Protein Could Be Selectively Amidated In The Presence Of The Proteinyl-Oxazolone At The C-Terminus.
Doi:10.1021/jo00113A042