NAI-802

Lantibiotic NAI 802

Beige powder.

1426209-02-0

32160000

liquid

Keep cool and dry.Protect from light.Protect from light when in solution.

InChI=1S/C90H141N25O26S4/c1-16-41(9)66-84(134)100-51(24-25-63(119)120)75(125)105-58-35-143-45(13)68(115-80(130)57-34-142-33-56(104-71(121)43(11)91)79(129)103-55(32-116)73(123)96-30-61(117)99-54(77(127)110-64(39(5)6)82(132)106-57)28-48-29-95-50-22-19-18-21-49(48)50)86(136)102-53(27-38(3)4)76(126)114-69(87(137)113-66)46(14)144-36-59-78(128)98-44(12)72(122)108-60(81(131)101-52(89(139)140)23-20-26-94-90(92)93)37-145(141)47(15)70(109-62(118)31-97-74(58)124)88(138)111-65(40(7)8)83(133)112-67(42(10)17-2)85(135)107-59/h18-19,21-22,29,38-47,51-60,64-70,95,116H,16-17,20,23-28,30-37,91H2,1-15H3,(H,96,123)(H,97,124)(H,98,128)(H,99,117)(H,100,134)(H,101,131)(H,102,136)(H,103,129)(H,104,121)(H,105,125)(H,106,132)(H,107,135)(H,108,122)(H,109,118)(H,110,127)(H,111,138)(H,112,133)(H,113,137)(H,114,126)(H,115,130)(H,119,120)(H,139,140)(H4,92,93,94)/t41-,42-,43-,44-,45-,46-,47-,51-,52-,53-,54-,55-,56+,57-,58-,59-,60-,64-,65-,66-,67-,68+,69+,70+,145?/m0/s1

QQAUGKIXIZJGEV-HEWAHOAGSA-N

Chemical. CAS: 1426209-02-0. Formula: C90H141N25O26S4. MW: 2117.5. Isolated from Actinoplanes sp. Actagardin-related class II lantibiotic. Antibacterial with improved activity than actagardine against Staphylococcus spp. and Streptococcus spp. Shows significant activity against Gram-positive anaerobic bacteria, such as Clost. difficile, Clostridium butyricum, Clostridium perfringens and Peptostreptococcus asaccharolyticus. Most probably inhibits cell wall synthesis and consequently bacterial growth by forming a complex with lipid intermediate II (Lipid II), a key intermediate in peptidoglycan biosynthesis. Potential novel antimicrobial agent for the treatment of infections caused by Gram-positive pathogens including resistant strains.

C90H141N25O26S4

2117.5

Purity Note: The purity is referred exclusively to the main congener(s), the sample also contains minor related congeners. See: Isolation and characterization of NAI-802, a new lantibiotic produced by two different Actinoplanes strains: M. Simone, et al.; J. Antibiot. 66, 73 (2013)

Vial

Actagardin-related class II lantibiotic. Antibacterial with improved activity than actagardine against Staphylococcus spp. and Streptococcus spp. Shows significant activity against Gram-positive anaerobic bacteria, such as Clostridium difficile, C. butyricum, C. perfringens and Peptostreptococcus asaccharolyticus. Most probably inhibits cell wall synthesis and consequently bacterial growth by forming a complex with lipid intermediate II (Lipid II), a key intermediate in peptidoglycan biosynthesis. Potential novel antimicrobial agent for the treatment of infections caused by Gram-positive pathogens including resistant strains.

>75% (HPLC)

O=C(N[C@H](C(N[C@@H](CSC[C@@H](NC([C@@H](N)C)=O)C(N[C@](CO)([H])C(NCC1=O)=O)=O)C(N[C@H]2C(N[C@H](C(N[C@@]3([H])C(N[C@]([C@@H](C)CC)([H])C(N[C@@H](CCC(O)=O)C(N[C@@](C(NCC(N[C@@]([C@@H]4C)([H])C(N[C@H](C(N[C@]([C@@H](C)CC)([H])C(N[C@@](C(N[C@H](C(N[C@H](C(N[C@H](C(O)=O)CCCNC(N)=N)=O)CS4=O)=O)C)=O)([H])CS[C@H]3C)=O)=O)C(C)C)=O)=O)=O)([H])CS[C@H]2C)=O)=O)=O)=O)CC(C)C)=O)=O)=O)C(C)C)[C@](N1)([H])CC5=CNC6=CC=CC=C56

Soluble in DMSO, aqueous acetonitrile or ethanol.

Isolated from Actinoplanes sp.

Non-hazardous

Natural Products/Extracts

12352200

Stable for at least 2 years after receipt when stored at -20°C.