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z-Ch. 26 Amino Acids, Peptides, and Proteins
CHM2211 Dr. Elsheimer Fall 09
21
Organic Chemistry
Undergraduate 2
12/02/2009

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Cards

Term
RCH2COOH -1)Br2,PBr3/2)H2O->
Definition
RCHBrCOOH
Term
RCH2COOH -1)Br2,PBr3/2)H2O-> -NH3->
Definition
+NH3CHRCOO-
Term
CH3C=ONHCH(COOCEt)2 -1)NaOEt/2)RX/3)H3O+->
Definition
RCH(NH3+)COO-
Term
RC=OCOOH -NH3/NaBH4->
Definition
RCH(NH3+)COO-
Term
RCH=(COOH)NHCOCH3 (Z) -1)H2,[Rh(DiPAMP)(COD)]+/2)NaOH,H2O->
Definition
RCH2CH(NH3+)COO- (S)
Term
Edman Degradation
Definition
Cleaves off N terminal peptide with (C6H5)-N=C=S
Term
+NH3CHRCOO- +((CH3)3COC=O)2O -(CH3CH2)3N->
Definition
(CH3)3COC=ONHCHRCOO- (Amine protection)
Term
+NH3CHRCOO- -CH3OH/HCl->
Definition
+NH3CHRCOOCH3 (Carboxyl protection)
Term
+NH3CHRCOO- -PhCH2OH/HCl->
Definition
+NH3CHRCOOOCH2Ph (Carboxyl protection)
Term
RC=OH -NH4CN/H2O->
Definition
R(NH2)CH-CN
Term
RC=OH -NH4CN/H2O-> -H3O+/Heat->
Definition
R(NH2)CHCOOH
Term
De-protect Amine
Definition
CF3CO2H
Term
De-protect Carboxyl
Definition
1)NaOH/2)H3O+ for CH3OH protected, H2/Pd for PhCH2OH protected
Term
Chymotrypsin
Definition
Cleaves C-term of Phe, Tyr, and Trp (all aromatic)
Term
Trypsin
Definition
Cleaves C-term of Lys, and Arg (both basic)
Term
2 RSH -X2 or H2O2 or [O]->
Definition
RSSR
Term
RSSR -Zn,H+ or FADH2 or [H]->
Definition
2RSH
Term
carboxypeptidase
Definition
cleaves C-term amino acid
Term
BOC
Definition
tert-butoxycarbonyl amide
Term
Coupling of protected amino acids (amide formation)
Definition
DCC
Term
Merrifield Solid-State Synthesis
Definition
BOC-AA + ClCH2-Polymer -Base-> BOC-AA-CH2Poly -CF3CO2H-> AA-CH2Poly -DCC/BOC-AA'-> BOC-AA'-AA-CH2Poly -HF-> AA'-AA + FCH2Poly
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