Peptides, derivatization

Song A, Wang X, Zhang J et al (2004) Synthesis of hydrophilic and flexible linkers for peptide derivatization in solid phase. Bioorg Med Chem Lett 14 161-165... 

Peptide-derivatization of radionuclides has been used extensively, the advantages of these systems include their high affinity for the target, low toxicity, small size, hydrophilicity, and favorable pharmacokinetics, in addition to easy synthesis (and radiolabeling) routes. 

Peptide Derivatization. The sequence information obtained from a peptide can be significantly improved by chemical modification. These approaches are discussed in more detail in the following section. 

Becker ML, Bailey LO, Wooley KL. Peptide-derivatized shell-cross-linked nanoparticles. 2. Biocompatibility evaluation. Bioconjug Chem 2004 15 710-717. 

Brandley and Schnaar [140] immobilized a synthetic nonapeptide, Tyr- Ala-Val Thr-Gly Arg-Gly-Asp-Ser, on a polyacrylamide gel, which had been prepared by a ternary copolymerization of acrylamide, bisacrylamide and the acrylic ester of. V-hydroxysuccinimide. They reported that Balb/c 3T3 mouse fibroblast cells (in Hepes-buffered Dulbecco s modified Eagle medium) adhered readily to the peptide-derivatized surfaces, even in the absence of serum, although long-term cell growth required the presence of serum. It was noticed that reference nonapeptide. Tyr-Arg-Leu-Glu-Asp-Pro-Ala-Met-Trp, which has no RGD sequence, failed to promote cell-attachment. 

N-Terminal Peptide Derivatization Using 2-Sulfobenzoic Acid... 

Costantino, L., et al. (2005), Peptide-derivatized biodegradable nanoparticles able to cross the blood-brain barrier, J. Controlled Release, 108(1), 84-96. 

Lewin, M., Carlesso, N., Tung, C. H., et al. (2000) Tat peptide-derivatized magnetic nanoparticles allow in vivo tracking and recovery of progenitor cells. Nat. Biotechnol. 18, 410-414. 

Figure 6 (A) On-line enzyme digestion of propyl 4-hydroxylase subunit by S. aureus V8. Ce separation of underivatized peptides monitored at 214 nm, (B) Same as 6A except peptides derivatized on-line with FITC.

The derivatives of histidine formed by haloketones are probably generally stable to acid hydrolysis. At the very least, histidine is not regenerated following hydrolysis in 6 N HCl for 20 hr. Stevenson and Smillie (1965) in their studies of the modification of chymotrypsin by the chloromethyl ketone of N-tosyl phenylalanine or compound II have shown that oxidation by vapors of performic acid for 2 hr of peptides derivatized by the above reagents yields 3-carboxymethyl... 

Tat peptide-derivatized magnetic nanoparticles allow in vivo tracking and recovery of progenitor cells. 

Figure 13.43. Two-step prodrugs of peptides derivatized with coumarinic acid (49) (218). Activation occurs by enzymatic cleavage of the ester bond, followed by intramolecular nucleophilic attack by the phenolic group on the carbonyl, resulting in cyclization to coumarin and elimination of the peptide.

J.A. Shin, Specific DNA binding peptide-derivatized solid support, Bioorg. Med. Chem. Lett. 1997, 7,2367. 

Czerwenka et al. successfully performed the enantiomeric separations of a series of alanine peptides derivatized with different N-protection groups on packed beds containing a chiral stationary phase modified with the chiral selector /erUbutyl-carbamoylquinine. 

Figure 3.7 Derivatization of peptides by sulfonic acid reagents such as sulfonophenylisothiocyanate (SPITC) enhances peptide fragmentation efficiency in MS/MS. MALDI-TOF-TOF MS/MS of a singly protonated peptide NYELPDQGVITIGAER revealed only few fragment ions (top panel). In contrast, the same peptide derivatized by SPITC generated a strong y-ion series that allowed near-complete interpretation of the...

Ibrahim, S.. Pickett, C., and Sudbrake, C Peptide derivatized polypyrrole modified electrodes with built in ion-exchange functions, J. Electroanai Chem., 387, 139-142 (1995). 

On Tissue Protein identification improvement by N-Terminal Peptide Derivatization... 

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