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Peptide Chemistry
Terms, Chemicals etc.
8
Chemistry
Not Applicable
07/05/2011

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Term
NMP/N-methyl-2-pyrrolidone/Pharmasolve
Definition
Used to dissolve polymers. Low volatility, flammability & toxicity. Possible reproductive toxicant.
Term
DMSO/Dimethylsulfoxide
Definition
Dissolves polar & non-polar compounds. Weakly acidic with High BP. Used in PCR to inhibit secondary DNA structures. Penetrates skin readily and secretes on tongue causing garlic taste.
Term
Thioester
Definition
Fmoc is removed in presence of this. Gen. formula: R-C(=O)-S-R'. Can cleave easily when moist. Possible predecessor of ATP. Acetyl-CoA is an example.
Term
HOBt/Hydroxybenzotriazole
Definition
Improves yield. Racemization supressor (i.e. prevents formation of enantiomers). White crystalline powder. Explosive when anhydrous.
Term
DMF/Dimethylformamide
Definition
Solvent. Penetrates solid support and makes it swell, allowing for penetration of reagents. Removes excess reagents, thus increasing yield. Can undergo photolysis, producing CO and DMamine. Decomposes sometimes, which can be stopped with ice bath. Used in aldehyde synthesis.
Term
Methylpyrrolidine
Definition
C5H11N
Term
Fmoc
Definition
Protective cap for amines. Can be removed with piperidine or other bases. Preferable in the sense that it doesn't require the use of HF. Protein is cleaved from resin using TFA. Removal leads to a neutral amine, which causes amines to aggregate. It is fluorescent, which means proteins can be traced once excess is removed.
Term
t-BOC
Definition
Protective cap for amines. Cheaper and able to produce more soluble peptides. Also, removal produces charged amines, which prevents aggregation. However, final removal of protein from resin requires HF, which poses a safety risk.
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