CAS 11116-32-8

Bleomicina A5

Descrizione:

Bleomicina A5 è un antibiotico glicopeptidico derivato dal batterio *Streptomyces verticillus*. È principalmente noto per le sue proprietà antitumorali ed è utilizzato nel trattamento di vari tipi di cancro, incluso il cancro testicolare e il linfoma di Hodgkin. Il composto presenta un meccanismo d'azione unico, che implica l'induzione di rotture nei filamenti di DNA attraverso la formazione di radicali liberi, portando infine alla morte cellulare. Bleomicina A5 è caratterizzato dalla sua capacità di legarsi al DNA, in particolare nei residui di guanina, e la sua efficacia è influenzata da fattori come la concentrazione di ossigeno e la presenza di ioni metallici. La sostanza viene tipicamente somministrata per iniezione e può causare effetti collaterali, inclusa tossicità polmonare e reazioni cutanee. La sua struttura include un dominio distintivo di legame ai metalli, che è cruciale per la sua attività biologica. In generale, Bleomicina A5 è un agente significativo nella terapia oncologica, con ricerche in corso volte a ottimizzare il suo utilizzo e minimizzare gli effetti avversi.

Formula: C₅₇H₈₉N₁₉O₂₁S₂

InChI: InChI=1S/C57H89N19O21S2/c1-22-35(73-48(76-46(22)61)27(14-33(60)80)68-15-26(59)47(62)86)52(90)75-37(43(28-16-65-21-69-28)95-56-45(41(84)39(82)31(17-77)94-56)96-55-42(85)44(97-57(63)92)40(83)32(18-78)93-55)53(91)70-24(3)38(81)23(2)49(87)74-36(25(4)79)51(89)67-13-8-34-71-30(20-98-34)54-72-29(19-99-54)50(88)66-12-7-11-64-10-6-5-9-58/h16,19-21,23-27,31-32,36-45,55-56,64,68,77-79,81-85H,5-15,17-18,58-59H2,1-4H3,(H2,60,80)(H2,62,86)(H2,63,92)(H,65,69)(H,66,88)(H,67,89)(H,70,91)(H,74,87)(H,75,90)(H2,61,73,76)/t23-,24+,25+,26-,27-,31-,32+,36-,37-,38-,39+,40+,41-,42-,43-,44-,45-,55-,56-/m0/s1

InChI key: InChIKey=QYOAUOAXCQAEMW-DDZPZTJXSA-N

SMILES: [C@H]([C@H](NC(=O)C1=NC([C@@H](NC[C@@H](C(N)=O)N)CC(N)=O)=NC(N)=C1C)C(N[C@@H]([C@H]([C@@H](C(N[C@H](C(NCCC2=NC(=CS2)C3=NC(C(NCCCNCCCCN)=O)=CS3)=O)[C@@H](C)O)=O)C)O)C)=O)(O[C@H]4[C@@H](O[C@H]5[C@@H](O)[C@@H](OC(N)=O)[C@H](O)[C@@H](CO)O5)[C@@H](O)[C@H](O)[C@H](CO)O4)C6=CN=CN6

Sinonimi:

• 2-({2-[2-{[(6-amino-2-{3-amino-1-[(2,3-diamino-3-oxopropyl)amino]-3-oxopropyl}-5-methylpyrimidin-4-yl)carbonyl]amino}-3-[(5-{[1-({2-[4-({3-[(4-aminobutyl)amino]propyl}carbamoyl)-2,4'-bi-1,3-thiazol-2'-yl]ethyl}amino)-3-hydroxy-1-oxobutan-2-yl]amino}-3-hydroxy-4-methyl-5-oxopentan-2-yl)amino]-1-(1H-imidazol-5-yl)-3-oxopropoxy]-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl}oxy)-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yl carbamate (non-preferred name)
• 2-({2-[2-{[(6-amino-2-{3-amino-1-[(2,3-diamino-3-oxopropyl)amino]-3-oxopropyl}-5-methylpyrimidin-4-yl)carbonyl]amino}-3-[(5-{[1-({2-[4-({3-[(4-aminobutyl)amino]propyl}carbamoyl)-2,4'-bi-1,3-thiazol-2'-yl]ethyl}amino)-3-hydroxy-1-oxobutan-2-yl]amino}-3-hydroxy-4-methyl-5-oxopentan-2-yl)amino]-1-(1H-imidazol-5-yl)-3-oxopropoxy]-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl}oxy)-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yl carbamate hydrochloride (1:1) (non-preferred name)
• 2-{[2-{[(1R,2S)-2-[({6-amino-2-[(1S)-3-amino-1-{[(2S)-2,3-diamino-3-oxopropyl]amino}-3-oxopropyl]-5-methylpyrimidin-4-yl}carbonyl)amino]-3-{[(1R,2S,3S)-2-hydroxy-4-{[(1S,2R)-2-hydroxy-1-({2-[4-({3-[(3-pyridin-2-ylpropyl)amino]propyl}carbamoyl)-2,4'-bi-1,3-thiazol-2'-yl]ethyl}carbamoyl)propyl]amino}-1,3-dimethyl-4-oxobutyl]amino}-1-(1H-imidazol-5-yl)-3-oxopropyl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yl carbamate (non-preferred name)
• BLM A₅
• Bleomycetin
• Bleomycin A₅
• Bleomycinamide, N¹-[3-[(4-aminobutyl)amino]propyl]-
• N¹-[3-[(4-Aminobutyl)amino]propyl]bleomycinamide
• NSC 350895
• Pingyangmycin A₅
• Zhengguangmycin A₅
• Bleomycin A5
• N1-[3-[(4-Aminobutyl)amino]propyl]bleomycinamide
• Bleomycinamide, N1-[3-[(4-aminobutyl)amino]propyl]-

Bleomycin A5

CAS: 11116-32-8

Bleomycin A5, or Pingyangmycin, is an oral glycopeptide antibiotic and acts as an antineoplastic and apoptosis inducer.

Formula: C₅₇H₈₉N₁₉O₂₁S₂

Colore e forma: Solid

Peso molecolare: 1440.56

Ref: TM-T75508

Bleomycin A5

CAS: 11116-32-8

Bleomycin A5 is an antitumor antibiotic, which is derived from the bacterium *Streptomyces verticillus*. Its mode of action involves the induction of DNA strand breaks, primarily by forming complexes with metal ions such as iron, which can generate reactive oxygen species. These species cause oxidative damage to the DNA, leading to single- and double-strand breaks. This DNA cleavage is crucial for its efficacy in inhibiting the proliferation of cancer cells.

Formula: C₅₇H₈₉N₁₉O₂₁S₂

Purezza: Min. 95%

Colore e forma: Powder

Peso molecolare: 1,440.56 g/mol

Ref: 3D-FB152633

Bleomycin A5 hydrochloride

CAS: 11116-32-8

Bleomycin A5 hydrochloride is an antineoplastic antibiotic, which is derived from the bacterium Streptomyces verticillus. Its mode of action involves binding to DNA and inducing strand breaks through the generation of free radicals, specifically targeting deoxyribose units. This leads to the inhibition of DNA synthesis and cell division, ultimately resulting in cell death.

Formula: C₅₇H₈₉N₁₉O₂₁S₂•HCl

Purezza: Min. 95%

Colore e forma: Powder

Peso molecolare: 1,177.03 g/mol

Ref: 3D-AB183381