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Cross-Linking Reagents

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Definition: Reagents with two reactive groups, usually at opposite ends of the molecule, that are capable of reacting with and thereby forming bridges between side chains of amino acids in proteins; the locations of naturally reactive areas within proteins can thereby be identified; may also be used for other macromolecules, like glycoproteins, nucleic acids, or other.  D25-26 qualif    Other names Bifunctional Reagents; Reagents, Crosslinking; Reagents, Cross-Linking; Reagents, Cross Linking; Reagents, Bifunctional; Linking Reagents, Cross; Crosslinking Reagents; Cross Linking Reagents
Substances having this pharmacologic action: N-succinimidyl 3-(2-pyridyldithio)propionate; dihydro-DIDS; aminomethyltrioxsalen; cyanuric chloride; disuccinimidyl suberate; iproplatin; N,N'-2-phenylenedimaleimide; 1,10-phenanthroline; 4-hydroxy-2-nonenal; ethylene glycolylbis(succinimidyl succinate); diaziquone; hydroxysuccinimidyl-4-azidobenzoate; 3-(trifluoromethyl)-3-(3-iodophenyl)diazirine; 1,3-dichloro-2-propanol; transplatin; 3,3'-dithiobis(sulfosuccinimidyl propionate); bis(sulfosuccinimidyl)suberate; 3'-deamino-3'-(3-cyano-4-morpholinyl)doxorubicin; 1-ethyl-3-(3-(dimethylamino)propyl)carbodiimide methiodide; dimethyl dithiobispropionimidate; ethylene dimethacrylate; 1,5-difluoro-2,4-dinitrobenzene; methyl 4-mercaptobutyrimidate; erythritol anhydride; Carboplatin; Cisplatin; Mitomycin; Methoxsalen; Glutaral; Dimethyl Suberimidate; Ficusin; bis(3,5-dibromosalicyl)fumarate; dithiobis(succinimidylpropionate); 2,5-hexanedione; N,N'-4-phenylenedimaleimide; monocrotaline pyrrole; bis(1,10-phenanthroline)copper(2+) ion; 1,6-hexamethylene diisocyanate; hydroxymethyltrioxsalen; methyl 2,5-dihydroxycinnamate; bizelesin; 1-cyclohexyl-3-(2-(4-morpholinyl)ethyl)carbodiimide; pentosidine; glutaraldehyde-cross-linked collagen; tetraplatin
 
SubstanceCAS Registry & nameCategoriesSourceDrugs*
cyanurbiotindipropionylsuccinimide  0   *Succinimides Biotin/*analogs & derivatives Cross-Linking Reagents. Mol Cell Proteomics 2011 Feb;10(2):M110.001420
1-ethyl-3-(3-dimethylaminoisopropyl) carbodiimide  0   *Carbodiimides Cross-Linking Reagents. Bioconjug Chem 2009 Aug 19;20(8):1459-73
bis(2-(3-carboxyphenoxy)carbonylethyl)phosphinic acid  0   *Hydroxybenzoic Acids *Phosphinic Acids Cross-Linking Reagents. Bioconjug Chem. 2010 Aug 18;21(8):1494-507
N-((2-pyridyldithio)ethyl)-4-azidosalicylamide  0   *Azides *Pyridines Cross-Linking Reagents. Proc Natl Acad Sci U S A 2001 Apr 24;98(9):4877-82
AP 1903 reagent  0   Organic Chemicals Cross-Linking Reagents. Blood 2001 Mar 1;97(5):1249-57
3,5-dibromosalicylic acid  0   *Salicylic Acids Cross-Linking Reagents. Bioconjug Chem 1999 Nov-Dec;10(6):1058-67
5-(N-(2-nitro-5-azidobenzoyl)-3-aminopropen-1-yl)deoxyuridine-5'-triphosphate  0   *Azides Uridine Triphosphate/*analogs & derivatives Cross-Linking Reagents. Nucleic Acids Res 1998 Jan 15;26(2):602-7
5-methyleneaminouridine triphosphate  0   Uridine Triphosphate/*analogs & derivatives Cross-Linking Reagents. RNA 1997 May;3(5):464-75
8-((3-iodoprop-1-yl)oxy)psoralen  0   *Psoralens Cross-Linking Reagents. J Biol Chem 1996 Jul 19;271(29):16995-8
5-(N'-(4-azidobenzoyl)-3-aminoallyl)deoxyuridine 5'-triphosphate  0   Uridine Triphosphate/*analogs & derivatives Cross-Linking Reagents. Methods Enzymol 1995;262:476-94
6-(biotinyl-N-epsilon-aminocaproyl-N-cystamine-N'-glutaryl)aminopenicillanic acid  0   Biotin/*analogs & derivatives Penicillanic Acid/*analogs & derivatives beta-Lactamases/antagonists & inhibitors Cross-Linking Reagents. Bioorg Med Chem 1995 Jul;3(7):907-15
6-((biotinyl-N-epsilon-aminocaproyl-N-cystamine-N'-carbonyl)methylsulfonyl)aminopenicillanic acid S,S-dioxide  0   Biotin/*analogs & derivatives Penicillanic Acid/*analogs & derivatives beta-Lactamases/antagonists & inhibitors Cross-Linking Reagents. Bioorg Med Chem 1995 Jul;3(7):907-15
5-methyl-2-iminothiolane  131237-91-7   *Thiophenes Cross-Linking Reagents. Bioconjug Chem 1994 May-Jun;5(3):248-56
9a-chloromethyl-1,2,9,9a-tetrahydrocyclopropa(c)benz(e)indol-4-one  0   *Leucomycins Cross-Linking Reagents. Bioorg Med Chem 1993 Jul;1(1):27-38
5-(2-(bis(2-aminoethyl)amino)ethylamino)naphthalene-1-sulfonic acid  155303-18-7   *Diethylamines *Naphthalenesulfonates Cross-Linking Reagents. Nucleic Acids Symp Ser 1993;(29):73-4
5-(aziridin-1-yl)-2-nitro-4-nitrosobenzamide  151602-22-1   *Aziridines *Benzamides Cross-Linking Reagents. Biochem Pharmacol 1993 Sep 1;46(5):797-803
5-(hexyloxy)psoralen  102416-40-0   *Psoralens Cross-Linking Reagents. Hum Mol Genet 1993 Apr;2(4):393-7
4,4'-di(methacryloylamino)azobenzene  76961-11-0   *Azo Compounds *Methacrylates Cross-Linking Reagents. Biomaterials 1991 Aug;12(6):584-92
5-(aziridin-1-yl)-4-hydroxylamino-2-nitrobenzamide  119643-82-2   *Aziridines Cross-Linking Reagents. Biochem Pharmacol 1991;42(9):1691
5-(N-maleimido)-3-oxapentyl-(2-((3-carboxybenzoyl)thio)acetyl)glycyl-glycyl-glycinate  131274-04-9   *Maleimides *Oligopeptides Cross-Linking Reagents. Bioconjug Chem 1990;1(6):431
5-azido-2-nitrobenzoyl-8-azido ATP  129391-97-5   *Azides Adenosine Triphosphate/*analogs & derivatives Cross-Linking Reagents. Biochemistry 1990;29(42):9910
8-methoxycaffeine  569-34-6   Caffeine/*analogs & derivatives Cross-Linking Reagents. Boll Soc Ital Biol Sper 1990;66(6):587
5-(N-(4-azidobenzoyl)-3-aminoallyl)deoxyuridine 5'-monophosphate  129623-36-5   *Azides Uridine Monophosphate/*analogs & derivatives Cross-Linking Reagents. Embo J 1990;9(7):2197
5-((4-azidophenacyl)thio)uridine 5'-triphosphate  120853-61-4   *Azides Uridine Triphosphate/*analogs & derivatives Cross-Linking Reagents. Biochemistry 1989;28(14):5814
4,4'-bis(N-maleimido)benzophenone  76702-27-7   *Benzophenones Cross-Linking Reagents. J Biol Chem 1987;262(23):11207
6-(4-bromoacetamidobenzyl)-1,4,8,11-tetraazacyclotetradecane-N,N',N'',N'''-tetraacetic acid  121697-38-9   *Heterocyclic Compounds Cross-Linking Reagents. Anal Biochem 1985;148(1):249
6-(2-nitro-4-azidophenylamino)caproate  58775-38-5 Hexanoic acid, 6-((4-azido-2-nitrophenyl)amino)  *Azides Cross-Linking Reagents. J Biol Chem 1983;258(8):5056; J Mol Biol 1983;166(3):383
5-isothiocyanato-1-naphthalene azide  82516-84-5 Naphthalene, 1-azido-5-isothiocyanato  *Azides Cross-Linking Reagents. Eur J Biochem 1982;125(1):197
4,7-dimethylallopsoralen  27038-42-2 7H-Furo(2,3-f)(1)benzopyran-7-one, 4,9-dimethyl  *Psoralens Cross-Linking Reagents. Farmaco (Sci) 1981;36(7):606
4'-azidoazobenzene-4-oxysuccinimide ester  74713-43-2 2,5-Pyrrolidinedione, 1-((4-((4-azidophenyl)azo)benzoyl)oxy)  *Azides Cross-Linking Reagents. Biochemistry 1980;19(19):4423
4,4'-dithiobis(phenylazide)  37434-06-3 disulfide, bis(4-azidophenyl)  *Azides Cross-Linking Reagents. J Cell Biol 1980;84(2):381
4,4'-diazidostilbene sulfonic acid  15874-22-3 2,2'-(1,2-ethenediyl)bis(5-azidobenzenesulfonic) acid  *Azides Cross-Linking Reagents. Anal Biochem 97(2):320;1979

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