NAI-97 [Planosporicin]

Lantibiotic 97518; Lantibiotic NAI 97

Beige powder.

802917-82-4

32160000

liquid

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

InChI=1S/C90H125N27O28S5/c1-9-40(5)68(91)86(140)104-47(10-2)75(129)108-57-34-148-35-58(110-76(130)50(20-44-22-93-48-15-12-11-14-46(44)48)106-72(126)41(6)100-87(141)69(39(3)4)114-82(57)136)83(137)116-71-43(8)150-37-59(103-66(123)28-98-85(139)61-16-13-19-117(61)89(71)143)84(138)115-70(42(7)118)88(142)112-56-33-147-30-53-78(132)111-54-32-149-36-60(90(144)145)113-81(135)55(109-77(131)51(107-80(54)134)21-45-23-92-38-99-45)31-146-29-52(74(128)97-27-65(122)102-53)101-64(121)26-95-62(119)24-94-63(120)25-96-73(127)49(105-79(56)133)17-18-67(124)125/h10-12,14-15,22-23,38-40,42-43,49-61,68-71,93,118H,6,9,13,16-21,24-37,91H2,1-5,7-8H3,(H,92,99)(H,94,120)(H,95,119)(H,96,127)(H,97,128)(H,98,139)(H,100,141)(H,101,121)(H,102,122)(H,103,123)(H,104,140)(H,105,133)(H,106,126)(H,107,134)(H,108,129)(H,109,131)(H,110,130)(H,111,132)(H,112,142)(H,113,135)(H,114,136)(H,115,138)(H,116,137)(H,124,125)(H,144,145)/b47-10-/t40?,42-,43+,49?,50+,51-,52-,53+,54+,55+,56-,57-,58+,59+,60+,61+,68?,69+,70-,71-/m1/s1

KGQGDWOXFVFCPE-NLQOOPFKSA-N

Chemical. CAS: 802917-82-4. Formula: C90H125N27O28S5. MW: 2193.5. Isolated from Planomonospora sp. Antibacterial class I lantibiotic. Inhibits cell wall synthesis and consequently bacterial growth by forming a complex with lipid intermediate II (Lipid II), a key intermediate in peptidoglycan biosynthesis. Interfers with late stages of cell wall biosynthesis leading to accumulation of the soluble peptidoglycan precursor UDP-N-acetylmuramic acid-pentapeptide (UDP-MurNAc-pentapeptide) in the cytoplasm less efficient than NAI-107. Active against aerobic and anaerobic Gram-positive pathogens, including all antibiotic-resistant strains (e.g. MRSA and VRE) in whole cell and in vitro assays as well as in vivo.

C90H125N27O28S5

2193.5

Vial

Antibacterial class I lantibiotic. Inhibits cell wall synthesis and consequently bacterial growth by forming a complex with lipid intermediate II (Lipid II), a key intermediate in peptidoglycan biosynthesis. Interferes with late stages of cell wall biosynthesis leading to accumulation of the soluble peptidoglycan precursor UDP-N-acetylmuramic acid-pentapeptide (UDP-MurNAc-pentapeptide) in the cytoplasm less efficient than NAI-107 (AG-CN2-0307 https://adipogen.com/ag-cn2-0307-nai-107-microbisporicin.html ). Active against aerobic and anaerobic Gram-positive pathogens, including all antibiotic-resistant strains (e.g. MRSA and VRE) in whole cell and in vitro assays as well as in vivo.

>75% (HPLC)

O=C(N[C@H](C(NC(C(N[C@H]1CC2=CNC3=C2C=CC=C3)=O)=C)=O)C(C)C)[C@H](NC(/C(NC(C(N)C(C)CC)=O)=C/C)=O)CSC[C@@H](C(N[C@@H](C(N4[C@H](C(NCC(N5)=O)=O)CCC4)=O)[C@H](C)SC[C@H]5C(N[C@H]([C@H](O)C)C(N[C@@H](C(NC(CCC(O)=O)C(NCC(NCC(NCC(N6)=O)=O)=O)=O)=O)CSC[C@@H](C(N[C@@H](CSC7)C(N[C@@H]8CC9=CNC=N9)=O)=O)NC(CNC([C@H]6CSC[C@@H](C(N[C@@H]7C(O)=O)=O)NC8=O)=O)=O)=O)=O)=O)NC1=O

Soluble in DMSO or water.

Isolated from Planomonospora sp.

Non-hazardous

Natural Products/Extracts

12352200

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