메뉴 건너뛰기




Volumn 33, Issue 2, 2006, Pages 173-183

Chemoselective hydrazone formation between HYNIC-functionalized peptides and 18F-fluorinated aldehydes

Author keywords

18F; Chemoselective; Hydrazone formation; Peptide; PET; Radiohalogenation

Indexed keywords

4 FLUOROBENZALDEHYDE F 18; 4 FORMYL N,N,N TRIMETHYLANILINIUM TRIFLATE; 6 HYDRAZINONICOTINIC ACID; ALDEHYDE DERIVATIVE; ANILINE DERIVATIVE; DIMETHYL SULFOXIDE; FLUORINE 18; FLUORINE DERIVATIVE; HYDRAZONE DERIVATIVE; NICOTINIC ACID DERIVATIVE; OCTREOTIDE; PEPTIDE DERIVATIVE; SUBSTANCE P DERIVATIVE; TECHNETIUM 99M; TRACER; UNCLASSIFIED DRUG;

EID: 33644938767     PISSN: 09698051     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.nucmedbio.2005.10.010     Document Type: Article
Times cited : (44)

References (41)
  • 1
    • 0034911579 scopus 로고    scopus 로고
    • Recent progress in fluorine-18 labelled peptide radiopharmaceuticals
    • S.M. Okarvi Recent progress in fluorine-18 labelled peptide radiopharmaceuticals Eur J Nucl Med 28 2001 929 938
    • (2001) Eur J Nucl Med , vol.28 , pp. 929-938
    • Okarvi, S.M.1
  • 2
    • 0029945878 scopus 로고    scopus 로고
    • A comparative study of N.C.A. fluorine-18 labeling of proteins via acylation and photochemical conjugation
    • H.J. Wester, K. Hamacher, and G. Stöcklin A comparative study of N.C.A. fluorine-18 labeling of proteins via acylation and photochemical conjugation Nucl Med Biol 23 1996 365 372
    • (1996) Nucl Med Biol , vol.23 , pp. 365-372
    • Wester, H.J.1    Hamacher, K.2    Stöcklin, G.3
  • 4
    • 0028471146 scopus 로고
    • 18F]fluoro-benzoate and its application to the labeling of a monoclonal antibody fragment
    • 18F]fluoro-benzoate and its application to the labeling of a monoclonal antibody fragment Bioconjug Chem 5 1994 352 356
    • (1994) Bioconjug Chem , vol.5 , pp. 352-356
    • Vaidyannathan, G.1    Zalutsky, M.2
  • 5
    • 0028168510 scopus 로고
    • 1)-octreotide, a potential radiopharmaceutical for quantitative somatostatin receptor imaging with PET: Synthesis, radiolabeling, in vitro validation and biodistribution in mice
    • 1)-octreotide, a potential radiopharmaceutical for quantitative somatostatin receptor imaging with PET: synthesis, radiolabeling, in vitro validation and biodistribution in mice Nucl Med Biol 21 1994 819 825
    • (1994) Nucl Med Biol , vol.21 , pp. 819-825
    • Guhlke, S.1    Wester, H.J.2    Bruns, C.3    Stöcklin, G.4
  • 7
    • 0030975428 scopus 로고    scopus 로고
    • 7]-alpha-MSH, an alpha-melanocyte stimulating hormone analogue
    • 7]-alpha-MSH, an alpha-melanocyte stimulating hormone analogue Nucl Med Biol 24 1997 171 178
    • (1997) Nucl Med Biol , vol.24 , pp. 171-178
    • Vaidyanathan, G.1    Zalutsky, M.R.2
  • 12
    • 0028670748 scopus 로고
    • One-step synthesis of 18F-labeled [18F]-N-succinimidyl 4-(fluoromethyl)benzoate for protein labeling
    • L. Lang, and W.C. Eckelman One-step synthesis of 18F-labeled [18F]-N-succinimidyl 4-(fluoromethyl)benzoate for protein labeling Appl Radiat Isot 45 1994 1155 1163
    • (1994) Appl Radiat Isot , vol.45 , pp. 1155-1163
    • Lang, L.1    Eckelman, W.C.2
  • 14
    • 0142036834 scopus 로고    scopus 로고
    • Improved tumor uptake, tumor retention and tumor/background ratios of pegylated RGD-multimers
    • T. Poethko, G. Thumshirn, U. Hersel, F. Rau, R. Haubner, and M. Schwaiger Improved tumor uptake, tumor retention and tumor/background ratios of pegylated RGD-multimers J Nucl Med 44 2003 46P [abstr.148]
    • (2003) J Nucl Med , vol.44
    • Poethko, T.1    Thumshirn, G.2    Hersel, U.3    Rau, F.4    Haubner, R.5    Schwaiger, M.6
  • 17
    • 3142710802 scopus 로고    scopus 로고
    • Chemoselective pre-conjugate radiohalogenation of unprotected mono- and multimeric peptides via oxime formation
    • T. Poethko, M. Schottelius, G. Thumshirn, M. Herz, R. Haubner, and G. Henriksen Chemoselective pre-conjugate radiohalogenation of unprotected mono- and multimeric peptides via oxime formation Radiochim Acta 92 2004 317 327
    • (2004) Radiochim Acta , vol.92 , pp. 317-327
    • Poethko, T.1    Schottelius, M.2    Thumshirn, G.3    Herz, M.4    Haubner, R.5    Henriksen, G.6
  • 18
  • 21
    • 0034621585 scopus 로고    scopus 로고
    • A new fluorescent probe for sensitive detection of carbonyl compounds: Sensitivity improvement and application to environmental water samples
    • S. Houdier, S. Perrier, E. Defranq, and M. Legrand A new fluorescent probe for sensitive detection of carbonyl compounds: sensitivity improvement and application to environmental water samples Anal Chim Acta 412 2000 221 233
    • (2000) Anal Chim Acta , vol.412 , pp. 221-233
    • Houdier, S.1    Perrier, S.2    Defranq, E.3    Legrand, M.4
  • 22
    • 0035697512 scopus 로고    scopus 로고
    • Chemoselective ligation and antigen vectorization
    • H. Gras-Masse Chemoselective ligation and antigen vectorization Biologicals 29 2001 183 188
    • (2001) Biologicals , vol.29 , pp. 183-188
    • Gras-Masse, H.1
  • 23
    • 15244344262 scopus 로고    scopus 로고
    • Anchorage of synthetic peptides onto liposomes via hydrazone and α-oxo hydrazone bonds. Preliminary functional investigations
    • L. Bourel-Bonnet, E.I. Pécheur, C. Grandjean, A. Blanpain, T. Baust, and O. Melnyk Anchorage of synthetic peptides onto liposomes via hydrazone and α-oxo hydrazone bonds. Preliminary functional investigations Bioconjug Chem 16 2005 450 457
    • (2005) Bioconjug Chem , vol.16 , pp. 450-457
    • Bourel-Bonnet, L.1    Pécheur, E.I.2    Grandjean, C.3    Blanpain, A.4    Baust, T.5    Melnyk, O.6
  • 24
    • 21744449159 scopus 로고    scopus 로고
    • Oligonucleotides containing 2′-O-[2-(2,3-dihydroxypropyl)amino-2- oxoethyl]uridine as suitable precursors of 2′-aldehyde oligonucleotides for chemoselective ligation
    • E.M. Zubin, D.A. Stetsenke, T.S. Zatsepin, M.J. Gait, and T.S. Oretskaya Oligonucleotides containing 2′-O-[2-(2,3-dihydroxypropyl)amino-2-oxoethyl] uridine as suitable precursors of 2′-aldehyde oligonucleotides for chemoselective ligation Bioorg Med Chem 13 2005 4912 4920
    • (2005) Bioorg Med Chem , vol.13 , pp. 4912-4920
    • Zubin, E.M.1    Stetsenke, D.A.2    Zatsepin, T.S.3    Gait, M.J.4    Oretskaya, T.S.5
  • 26
    • 0025602549 scopus 로고
    • Technetium-99m-human polyclonal IgG radiolabeled via the hydrazino nicotinamide derivative for imaging focal sites of infection in rats
    • M.J. Abrams, M. Juweid, C.I. tenKate, D.A. Schwartz, M.M. Hauser, and F.E. Gaul Technetium-99m-human polyclonal IgG radiolabeled via the hydrazino nicotinamide derivative for imaging focal sites of infection in rats J Nucl Med 31 1990 2022 2028
    • (1990) J Nucl Med , vol.31 , pp. 2022-2028
    • Abrams, M.J.1    Juweid, M.2    Tenkate, C.I.3    Schwartz, D.A.4    Hauser, M.M.5    Gaul, F.E.6
  • 27
    • 0001837143 scopus 로고    scopus 로고
    • New octreotide derivatives labelled with technetium-99m
    • H.R. Mäcke, and M. Behe New octreotide derivatives labelled with technetium-99m J Nucl Med 37 1996 29 [abstr. 107]
    • (1996) J Nucl Med , vol.37 , pp. 29
    • MäcKe, H.R.1    Behe, M.2
  • 29
    • 0028815077 scopus 로고
    • 99mTc-labeled hydrazino nicotinic acid derivatized chemotactic peptides
    • 99mTc-labeled hydrazino nicotinic acid derivatized chemotactic peptides Nucl Med Biol 22 1995 25 30
    • (1995) Nucl Med Biol , vol.22 , pp. 25-30
    • Babich, J.W.1    Fischman, A.J.2
  • 32
    • 0036738608 scopus 로고    scopus 로고
    • Improvement of pharmacokinetics of radioiodinated Tyr3-octreotide by conjugation with carbohydrates
    • M. Schottelius, H.J. Wester, J.C. Reubi, R. Senekowitsch-Schmidtke, and M. Schwaiger Improvement of pharmacokinetics of radioiodinated Tyr3-octreotide by conjugation with carbohydrates Bioconjug Chem 13 2002 1021 1030
    • (2002) Bioconjug Chem , vol.13 , pp. 1021-1030
    • Schottelius, M.1    Wester, H.J.2    Reubi, J.C.3    Senekowitsch-Schmidtke, R.4    Schwaiger, M.5
  • 33
    • 0024338856 scopus 로고
    • Aryltrimethylammonium trifluoromethanesulfonates as precursors to aryl [18F]fluorides: Improved synthesis of [18F]GBR-13119
    • M.H. Haka, M.R. Kilbourn, G.L. Watkins, and S.A. Toorongian Aryltrimethylammonium trifluoromethanesulfonates as precursors to aryl [18F]fluorides: improved synthesis of [18F]GBR-13119 J Labelled Compd Radiopharm 1989 823 833
    • (1989) J Labelled Compd Radiopharm , pp. 823-833
    • Haka, M.H.1    Kilbourn, M.R.2    Watkins, G.L.3    Toorongian, S.A.4
  • 34
    • 0031431310 scopus 로고    scopus 로고
    • Iron chelators of the pyridoxal isonicotinoyl hydrazone class. Relationship of the lipophilicity of the apochelator to its ability to mobilize iron from reticulocytes in vitro: Reappraisal of reported partition coefficients
    • J.T. Edward, F.L. Chubb, and J. Sangster Iron chelators of the pyridoxal isonicotinoyl hydrazone class. Relationship of the lipophilicity of the apochelator to its ability to mobilize iron from reticulocytes in vitro: reappraisal of reported partition coefficients Can J Physiol Pharmacol 75 1997 1362 1368
    • (1997) Can J Physiol Pharmacol , vol.75 , pp. 1362-1368
    • Edward, J.T.1    Chubb, F.L.2    Sangster, J.3
  • 35
    • 0029863799 scopus 로고    scopus 로고
    • Kinetics and specificity of human liver aldehyde dehydrogenases toward aliphatic, aromatic, and fused polycyclic aldehydes
    • A.A. Klyosov Kinetics and specificity of human liver aldehyde dehydrogenases toward aliphatic, aromatic, and fused polycyclic aldehydes Biochemistry 35 1996 4457 4467
    • (1996) Biochemistry , vol.35 , pp. 4457-4467
    • Klyosov, A.A.1
  • 36
    • 0036738396 scopus 로고    scopus 로고
    • Bioactivation of benzylamine to reactive intermediates in rodents: Formation of glutathione, glutamate, and peptide conjugates
    • A.E. Mutlib, P. Dickenson, S.Y. Chen, R.J. Espina, J.S. Daniels, and L.S. Gan Bioactivation of benzylamine to reactive intermediates in rodents: formation of glutathione, glutamate, and peptide conjugates Chem Res Toxicol 15 2002 1190 1207
    • (2002) Chem Res Toxicol , vol.15 , pp. 1190-1207
    • Mutlib, A.E.1    Dickenson, P.2    Chen, S.Y.3    Espina, R.J.4    Daniels, J.S.5    Gan, L.S.6
  • 37
    • 0035999704 scopus 로고    scopus 로고
    • Polyester dendritic systems for drug delivery applications: In vitro and in vivo evaluation
    • O.L. Padilla De Jesús, H.R. Ihre, L. Gagne, J.M.J. Fréchet, and F.C. Szoka Polyester dendritic systems for drug delivery applications: in vitro and in vivo evaluation Bioconjug Chem 13 2002 453 461
    • (2002) Bioconjug Chem , vol.13 , pp. 453-461
    • Padilla De Jesús, O.L.1    Ihre, H.R.2    Gagne, L.3    Fréchet, J.M.J.4    Szoka, F.C.5
  • 38
    • 0022555867 scopus 로고
    • Acidification of the endocytic and exocytic pathways
    • I. Mellman, R. Fuchs, and A. Helenius Acidification of the endocytic and exocytic pathways Ann Rev Biochem 55 1986 663 700
    • (1986) Ann Rev Biochem , vol.55 , pp. 663-700
    • Mellman, I.1    Fuchs, R.2    Helenius, A.3
  • 39
    • 0347635469 scopus 로고    scopus 로고
    • Synthesis and characterization of bifunctional organic-glasses based on diphenylhydrazone and barbituric acid derivative for photorefractive application
    • S.H. Lee, C.S. Choi, N. Kim, D.H. Choi, and K.H. Park Synthesis and characterization of bifunctional organic-glasses based on diphenylhydrazone and barbituric acid derivative for photorefractive application Bull Korean Chem Soc 24 2003 1793 1798
    • (2003) Bull Korean Chem Soc , vol.24 , pp. 1793-1798
    • Lee, S.H.1    Choi, C.S.2    Kim, N.3    Choi, D.H.4    Park, K.H.5
  • 40
    • 2342510385 scopus 로고    scopus 로고
    • Regioselective HON-addition of bifunctional hydrazone oximes to Pt(IV)-bound nitriles
    • D.A. Garnovskii, A.J.L. Pombeiro, M. Haukka, P. Sobota, and V.Y. Kukushkin Regioselective HON-addition of bifunctional hydrazone oximes to Pt(IV)-bound nitriles Dalton Trans 7 2004 1097 1103
    • (2004) Dalton Trans , vol.7 , pp. 1097-1103
    • Garnovskii, D.A.1    Pombeiro, A.J.L.2    Haukka, M.3    Sobota, P.4    Kukushkin, V.Y.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.