CAS 1393-48-2

Tiostreptone

Descrizione:

Tiostreptone è un antibiotico tiopetide che si verifica naturalmente, prodotto principalmente dal batterio *Streptomyces azureus*. È caratterizzato dalla sua struttura complessa, che include un nucleo biciclico unico e più gruppi contenenti zolfo, contribuendo alla sua attività biologica. Tiostreptone mostra potenti proprietà antimicrobiche, in particolare contro i batteri Gram-positivi, ed è stato studiato per le sue potenziali applicazioni nel trattamento di varie infezioni. Il composto funziona inibendo la sintesi proteica, mirando specificamente all'RNA ribosomiale, il che interrompe il processo di traduzione nelle cellule batteriche. Oltre ai suoi effetti antibatterici, Tiostreptone ha mostrato promesse nella ricerca sul cancro grazie alla sua capacità di interferire con le vie di segnalazione cellulare. Viene tipicamente somministrato in un contesto di laboratorio e il suo uso è principalmente riservato a scopi di ricerca. Sono necessarie precauzioni di sicurezza quando si maneggia Tiostreptone, come con molti antibiotici, per prevenire lo sviluppo di resistenza e garantire risultati terapeutici efficaci. In generale, Tiostreptone rappresenta un composto significativo nel campo della microbiologia e della chimica medicinale.

Formula: C₇₂H₈₅N₁₉O₁₈S₅

InChI: InChI=1S/C72H85N19O18S5/c1-14-26(3)47-63(105)78-30(7)57(99)75-28(5)56(98)76-31(8)58(100)91-72-19-18-40(66-85-43(22-111-66)59(101)77-29(6)55(97)74-27(4)54(73)96)81-52(72)42-21-112-67(83-42)49(34(11)109-69(107)41-20-37(32(9)92)36-16-17-39(79-47)51(95)50(36)80-41)89-60(102)44-24-113-68(86-44)53(71(13,108)35(12)94)90-62(104)45-23-110-65(84-45)38(15-2)82-64(106)48(33(10)93)88-61(103)46-25-114-70(72)87-46/h15-17,20-22,24-26,30-35,39,45,47-49,51-53,79,92-95,108H,4-6,14,18-19,23H2,1-3,7-13H3,(H2,73,96)(H,74,97)(H,75,99)(H,76,98)(H,77,101)(H,78,105)(H,82,106)(H,88,103)(H,89,102)(H,90,104)(H,91,100)/b38-15-/t26-,30-,31-,32-,33+,34+,35+,39+,45+,47-,48-,49-,51-,52+,53+,71+,72+/m0/s1

InChI key: InChIKey=NSFFHOGKXHRQEW-AIHSUZKVSA-N

SMILES: O=C1N[C@]23[C@@](C=4N=C(SC4)[C@@](NC(=O)C=5N=C(SC5)[C@]([C@]([C@@H](C)O)(C)O)(NC(=O)[C@@]6(N=C(\C(=C\C)\NC(=O)[C@]([C@@H](C)O)(NC(=O)C=7N=C2SC7)[H])SC6)[H])[H])([C@@H](C)OC(=O)C=8N=C9C(=C([C@H](C)O)C8)C=C[C@]([C@@H]9O)(N[C@@]([C@H](CC)C)(C(=O)N[C@@H](C)C(=O)NC(=C)C(=O)N[C@H]1C)[H])[H])[H])(N=C(CC3)C%10=NC(C(NC(C(NC(C(N)=O)=C)=O)=C)=O)=CS%10)[H]

Sinonimi:

• Alaninamide, <span class="text-smallcaps">L</smallcap>-threonyl-(4S)-2-[(1Z)-1-amino-1-propenyl]-4,5-dihydro-4-thiazolecarbonyl-2-[(1S,2S,3R)-1-amino-2,3-dihydroxy-2-methylbutyl]-4-thiazolecarbonyl-2-[(5R,6S)-6-[2-[(1S,2R)-1-amino-2-hydroxypropyl]-4-thiazolyl]-5-[[N-[(7R,8S)-2-carboxy-7,8-dihydro-8-hydroxy-4-[(1S)-1-hydroxyethyl]-7-quinolinyl]-<smallcap>L</smallcap>-isoleucyl-<smallcap>L</smallcap>-alanyl-2,3-didehydroalanyl-<smallcap>L</span>-alanyl]amino]-5-(4-carboxy-2-thiazolyl)-3,4,5,6-tetrahydro-2-pyridinyl]-4-thiazolecarbonyl-2,3-didehydroalanyl-2,3-didehydro-, (1′→4)-lactone, (4→1)-lactam
• Alaninamide, N-[(7R,8S)-2-carboxy-7,8-dihydro-8-hydroxy-4-[(1S)-1-hydroxyethyl]-7-quinolinyl]-<span class="text-smallcaps">L</smallcap>-isoleucyl-<smallcap>L</smallcap>-alanyl-2,3-didehydroalanyl-<smallcap>L</span>-alanyl-2-[(4aR,11S,14Z,18S,21S,28S,32aS)-4a-amino-21-[(1S,2R)-1,2-dihydroxy-1-methylpropyl]-14-ethylidene-3,4,4a,9,10,11,12,13,14,18,19,20,21,27,28,32a-hexadecahydro-11,28-bis[(1R)-1-hydroxyethyl]-9,12,19,26-tetraoxo-17H,26H-8,5:18,15:25,22:32,29-tetranitrilo-5H,15H-pyrido[3,2-m][1,11,17,24,4,7,20,27]tetrathiatetraazacyclotriacontin-2-yl]-4-thiazolecarbonyl-2,3-didehydroalanyl-2,3-didehydro-, (1→5²⁸)-lactone
• Bryamycin
• Gargon
• N-{3-[(3-amino-3-oxoprop-1-en-2-yl)amino]-3-oxoprop-1-en-2-yl}-2-[(11E)-37-(butan-2-yl)-18-(2,3-dihydroxybutan-2-yl)-11-ethylidene-59-hydroxy-8,31-bis(1-hydroxyethyl)-26,40,46-trimethyl-43-methylidene-6,9,16,23,28,38,41,44,47-nonaoxo-27-oxa-3,13,20,56-tetrathia-7,10,17,24,36,39,42,45,48,52,58,61,62,63,64-pentadecaazanonacyclo[23.23.9.3~29,35~.1~2,5~.1~12,15~.1~19,22~.1~54,57~.0~1,53~.0~32,60~]tetrahexaconta-2(64),4,12(63),19(62),21,29,31,33,51,54,57,60-dodecaen-51-yl]-1,3-thiazole-4-carboxamide (non-preferred name)
• NSC 170365
• NSC 81722
• Thiactin
• Thiostrepton
• Thiostrepton A
• Alaninamide, N-[(7R,8S)-2-carboxy-7,8-dihydro-8-hydroxy-4-[(1S)-1-hydroxyethyl]-7-quinolinyl]-L-isoleucyl-L-alanyl-2,3-didehydroalanyl-L-alanyl-2-[(4aR,11S,14Z,18S,21S,28S,32aS)-4a-amino-21-[(1S,2R)-1,2-dihydroxy-1-methylpropyl]-14-ethylidene-3,4,4a,9,10,11,12,13,14,18,19,20,21,27,28,32a-hexadecahydro-11,28-bis[(1R)-1-hydroxyethyl]-9,12,19,26-tetraoxo-17H,26H-8,5:18,15:25,22:32,29-tetranitrilo-5H,15H-pyrido[3,2-m][1,11,17,24,4,7,20,27]tetrathiatetraazacyclotriacontin-2-yl]-4-thiazolecarbonyl-2,3-didehydroalanyl-2,3-didehydro-, (1→528)-lactone

Thiostrepton, Streptomyces laurentii, 90+%

CAS: 1393-48-2

Natural cyclic oligopeptide antibiotic

Formula: C₇₂H₈₅O₁₈N₁₉S₅

Purezza: 90+%

Colore e forma: Powder

Peso molecolare: 1664.89

Ref: 02-J62332

Thiostrepton

CAS: 1393-48-2

Antibiotics nesoi

Formula: C₇₂H₈₅N₁₉O₁₈S₅

Colore e forma: White Powder

Peso molecolare: 1663.49235

Ref: 45-1663700

Thiostrepton

CAS: 1393-48-2

Formula: C₇₂H₈₅N₁₉O₁₈S₅

Purezza: 98%

Colore e forma: Solid

Peso molecolare: 1664.8868

Ref: IN-DA006XMY

Thiostrepton from Streptomyces azureus

CAS: 1393-48-2

Thiostrepton from Streptomyces azureus

Formula: C₇₂H₈₅N₁₉O₁₈S₅

Purezza: By hplc: 98.42% (Typical Value in Batch COA)

Colore e forma: white powder

Peso molecolare: 1,664.89g/mol

Ref: 54-BIT1003

Thiostrepton

CAS: 1393-48-2

Formula: C₇₂H₈₅O₁₈N₁₉S₅

Purezza: ≥ 98.0%

Colore e forma: White to pale yellow powder

Peso molecolare: 1664.89

Ref: 7W-GA3924

Thiostrepton

CAS: 1393-48-2

Thiostrepton is a cyclic peptide from Streptomyces, active against gram-positive bacteria, used in veterinary medicine for mastitis and skin issues.

Formula: C₇₂H₈₅N₁₉O₁₈S₅

Purezza: 98.09% - 99.57%

Colore e forma: Solid

Peso molecolare: 1664.89

Ref: TM-T1679

Thiostrepton

Prodotto controllato

CAS: 1393-48-2

Stability Hygroscopic
Applications Natural antibiotic derived from Streptomyces.
References Starosta, A., et al.; Chem. Biol., 16, 1087 (2009), Gohil, V., et al.: Nat. Biotechnol., 28, 249 (2010), Kwok, J., et al.: Mol. Cancer Res., 8, 24 (2010),

Formula: C₇₂H₈₅N₁₉O₁₈S₅

Colore e forma: Neat

Peso molecolare: 1664.89

Ref: TR-T375150

Thiostrepton

CAS: 1393-48-2

Thiostrepton is a thiopeptide antibiotic with action on bacterial protein synthesis by binding to the ribosome and is used for treating bacterial infections in veterinary medicine and research applications.

Formula: C₇₂H₈₅N₁₉O₁₈S₅

Purezza: Min. 95%

Colore e forma: White To Light (Or Pale) Yellow Solid

Peso molecolare: 1,664.89 g/mol

Ref: 3D-FT28240