A polypeptide antibiotic mixture
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Tyrothricin

Item No. 22177

Technical Information
CAS Number
1404-88-2
Molecular Formula
C66H87N13O13 (for Tyrocidine A)
Purity
≥95% composite purity (based on 80% tyrocidine and 20% gramicidin complexes)
A solid
DMF: solubleDMSO: solubleEthanol: solubleMethanol: soluble
SMILES
O=C(N1CCC[C@]1(C(N[C@@H](CC2=CC=CC=C2)C(N[C@]([H])(CC3=CC=CC=C3)C(N[C@@H](CC(N)=O)C(N[C@H]4CCC(N)=O)=O)=O)=O)=O)[H])[C@@]([H])(CC5=CC=CC=C5)NC([C@H](CC(C)C)NC([C@]([H])(CCCN)NC([C@H](C(C)C)NC([C@H](CC6=CC=C(C=C6)O)NC4=O)=O)=O)=O)=O.O=C(N[C@@H](C)C(N[C@H](CC(C)C)C(N[C@@H](C)C(N[C@@H](C(N[C@H](C(N[C@H](C(C)C)C(N[C@H](C(N[C@H](CC(C)C)C(N[C@H](C(N[C@H](CC(C)C)C(N[C@@H](CC7=CNC8=C7C=CC=C8)C(N[C@H](CC(C)C)C(N[C@@H](CC9=CNC%10=C9C=CC=C%10)C(NCCO)=O)=O)=O)=O)=O)CC%11=CNC%12=C%11C=CC=C%12)=O)=O)CC%13=CNC%14=C%13C=CC=C%14)=O)=O)C(C)C)=O)C(C)C)=O)=O)=O)CNC([C@H](C(C)C)NC([H])=O)=O
InChi Code
InChI=1S/C99H140N20O17.C66H87N13O13/c1-51(2)37-73(109-86(123)59(17)107-81(122)49-105-96(133)82(55(9)10)106-50-121)89(126)108-60(18)87(124)117-84(57(13)14)98(135)119-85(58(15)16)99(136)118-83(56(11)12)97(134)116-80(44-64-48-104-72-34-26-22-30-68(64)72)95(132)112-76(40-54(7)8)92(129)115-79(43-63-47-103-71-33-25-21-29-67(63)71)94(131)111-75(39-53(5)6)91(128)114-78(42-62-46-102-70-32-24-20-28-66(62)70)93(130)110-74(38-52(3)4)90(127)113-77(88(125)100-35-36-120)41-61-45-101-69-31-23-19-27-65(61)69;1-38(2)32-47-59(85)77-52(36-42-20-12-7-13-21-42)66(92)79-31-15-23-53(79)64(90)76-49(34-41-18-10-6-11-19-41)61(87)74-48(33-40-16-8-5-9-17-40)60(86)75-51(37-55(69)82)62(88)70-46(28-29-54(68)81)58(84)73-50(35-43-24-26-44(80)27-25-43)63(89)78-56(39(3)4)65(91)71-45(22-14-30-67)57(83)72-47/h19-34,45-48,50-60,73-80,82-85,101-104,120H,35-44,49H2,1-18H3,(H,100,125)(H,105,133)(H,106,121)(H,107,122)(H,108,126)(H,109,123)(H,110,130)(H,111,131)(H,112,132)(H,113,127)(H,114,128)(H,115,129)(H,116,134)(H,117,124)(H,118,136)(H,119,135);5-13,16-21,24-27,38-39,45-53,56,80H,14-15,22-23,28-37,67H2,1-4H3,(H2,68,81)(H2,69,82)(H,70,88)(H,71,91)(H,72,83)(H,73,84)(H,74,87)(H,75,86)(H,76,90)(H,77,85)(H,78,89)/t59-,60-,73+,74+,75+,76+,77-,78-,79-,80-,82-,83+,84+,85-;45-,46-,47-,48+,49-,50-,51-,52+,53-,56-/m00/s1
InChi Key
ATKYBFJRKHIKCW-LATDSDEZSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Tyrothricin is a polypeptide antibiotic mixture produced by B. brevis.1,2 Tyrothricin is a mixture of tyrocidine and gramicidin that has rapid in vitro bactericidal activity against T. microdentium, T. macrodentium, T. vincentii, T. buccalis, T. mucosum, T. vaginalis, T. cruzi, and L. tropica.2 Preclinical studies demonstrate that intravenous use of tyrothricin leads to hemolysis-induced lethality (LD50s = 0.4 and 0.3 mg/kg, in dogs and mice, respectively) and damages liver, kidney, and olfactory tissues. Formulations containing tyrothricin are used topically to treat bacterial skin infections.1,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Dubos, R.J., and Hotchkiss, R.D. The production of bactericidal substances by aerobic sporulating bacilli. J. Exp. Med. 73(5), 629-640 (1941).

    2. Lask, S.A. Tyrothricin as an antibiotic. Arch. Surg. 56(4), 475-483 (1948).