Cadaverine

CA Index Name Spiro[isobenzofuran-l(3//),9 -[9//] xanthene]-5-carboxamide, A -(5-aminopentyl)-2, 1 - 

Other Names Oregon Green 488 cadaverine Oregon Green cadaverine 

Merck Index Number Not listed Chemical/Dye Class Xanthene Molecular Formula 26 22 2 206 Molecular Weight 496.46 Physical Form Orange solid 

Imaging/Labeling Applications Autophagosomes dextrin N-(2-hydroxypropyl)-methacrylamide (HPMA) copolymers p(HPMA)-b-p(LLA) copolymers p(HPMA)-co-p(LMA) copolymers polyethylene glycol (PEG) poly(P-amino ester) diamond nanoparticles nanohydrogel particles thymosin b4 vinyl polymers  

Haugland, R. P. Handbook of Fluorescent Probes and Research Products, Molecular Probes Inc. Eugene, 

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H2N (CH2]5 NH2. a syrupy fuming liquid, b.p. 178-180 - C. Soluble in water and alcohol. Cadaverine is one of the ptomaines and is found, associated with pulrescine, in putrefying tissues, being formed by bacterial action from the amino-acid lysine. It is found in the urine in some cases of the congenital disease cystinuria. The free base is poisonous, but its salts are not. 

Feeding experiments utilizing C-, N-, and H-labeled cadaverine (44) and lysine (24) in l upinus augustifolius a source of the lupine alkaloids (—)-sparteine (50, R = H,H) and (+)-lupanine (50, R = O), have been reported which lend dramatic credence to the entire biosynthetic sequence for these and the related compounds discussed above (41). That is, the derivation of these bases is in concert with the expected cyclization from the favored aH-trans stereoisomer of the trimer expected on self-condensation of the 1-dehydropiperidine (45). 

Cacalia hastata, 601 Cacotheline, 566 Cactaceae, 154 Cadaverine, 518 Calabar bean alkaloids, 539 Calabarine, 540 Calabash curare, 373 alkaloids, 380... 

A -Pyrroline has been prepared in low yield by oxidation of proline with sodium hypochlorite (71), persulfate (102), and periodate (103). A -Pyrroline and A -piperideine are products of enzymic oxidation via deamination of putrescine and cadaverine or ornithine and lysine, respectively (104,105). This process plays an important part in metabolism and in the biosynthesis of various heterocyclic compounds, especially of alkaloids. 

One other characteristic of amines is their odor. Low-molecular-weight amines such as trimethyjamine have a distinctive fishlike aroma, while diamines such as 1,5-pentanediamine, commonly called cadaverine, have the appalling odors you might expect from their common names. 

The polyamines putrescine, cadaverine, spermidine, and spermine, which are seen at elevated levels in some victims of cancer, were separated on a Technicon (The Technicon Company Chauncey, NY) TSM Amino Acid Analyzer packed with an 8% divinylbenzene-co-polystyrene sulfonated resin with post-column ninhydrin detection.111 Amines such as ethanolamine, noradrenaline, hexamethylene diamine, methoxytryptamine, spermine, and spermidine were separated from amino acids on a DC-4A cation exchange resin.112 A similar approach, using a Beckman Model 121M amino acid analyzer equipped with an AA-20 column, was also successful.113 A Polyamin-pak strong cation exchange column (JASCO) was eluted with a citrate buffer for the detection of putrescene, spermine, cadaverine, and 1,5-diaminohex-ane from rat thymus.114 A post-column o-phthaldehyde detection system was used. 

Carboxylate-Reactive Cascade Blue Cadaverine and Cascade Blue Ethylenediamine... 

Cascade Blue cadaverine and Cascade Blue ethylenediamine both contain a carboxamide-linked diamine spacer off the 8-methoxy group of the pyrene trisulfonic acid backbone. The cadaverine version contains a 5-carbon spacer, while the ethylenediamine compound has only a 2-carbon arm. Both can be coupled to carboxylic acid-containing molecules using a carbodiimide reaction (Chapter 3, Section 1). Since Cascade Blue derivatives are water-soluble, the carbodiimide EDC can be used to couple these fluorophores to proteins and other carboxylate-containing molecules in aqueous solutions at a pH range of 4.5-7.5. The reaction forms amide bond linkages (Figure 9.39). 

The Derivative, 5-(biotinamido)pentylamine, contains a 5-carbon cadaverine spacer group attached to the valeric acid side chain of biotin (Thermo Fisher). The compound can be used in a carbodi-imide reaction process to label carboxylate groups in proteins and other molecules, forming amide bond linkages (Chapter 3, Section 1). However, the main use of this biotinylation reagent is in the determination of factor XHIa or transglutaminase enzymes in plasma, cell, or tissue extracts. 

Cadaverine, p30 2-Camphanone, c3 Capraldehyde, d7 Capric acid, dl5 Capric alcohol, dl6 Caproaldehyde, h51 Caproic acid, h64 Caproic anhydride, h65 6-(or e)-Caprolactam, 06I e-Caprolactone, h69... 

Cadaverine Triphenylamine Fuhninurio Acid Ethyl Azodicarbozylate j)-Dinitrobenzene Aldol... 

Interlaboratory studies were carried out on the precision characteristics of the analytical methods used for determination of certain biogenic amines in fish and fish products, as required by German law. These included putrescine (4a), cadaverine (4b), tyramine (5) and histamine (6)78. 

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