NAI-857

Lantibiotic NAI 857

Beige powder.

1648732-25-5

32160000

liquid

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

InChI=1S/C88H124N26O29S5/c1-9-38(4)66(89)84(138)101-46(11-3)73(127)105-55-33-146-34-56(107-74(128)47(19-43-14-16-45(116)17-15-43)102-70(124)40(6)97-85(139)67(39(5)10-2)111-80(55)134)81(135)113-69-42(8)148-36-57(100-64(121)27-95-83(137)59-13-12-18-114(59)87(69)141)82(136)112-68(41(7)115)86(140)109-54-32-145-29-51-76(130)108-52-31-147-35-58(88(142)143)110-79(133)53(106-75(129)48(103-77(52)131)20-44-22-90-37-96-44)30-144-28-50(72(126)94-26-63(120)99-51)98-62(119)25-92-60(117)23-91-61(118)24-93-71(125)49(21-65(122)123)104-78(54)132/h11,14-17,22,37-39,41-42,47-59,66-69,115-116H,6,9-10,12-13,18-21,23-36,89H2,1-5,7-8H3,(H,90,96)(H,91,118)(H,92,117)(H,93,125)(H,94,126)(H,95,137)(H,97,139)(H,98,119)(H,99,120)(H,100,121)(H,101,138)(H,102,124)(H,103,131)(H,104,132)(H,105,127)(H,106,129)(H,107,128)(H,108,130)(H,109,140)(H,110,133)(H,111,134)(H,112,136)(H,113,135)(H,122,123)(H,142,143)/b46-11-/t38?,39?,41-,42+,47+,48?,49?,50-,51+,52+,53+,54-,55-,56+,57+,58+,59+,66?,67+,68-,69-/m1/s1

NFQIPNDWWHYOOB-WTDMGOOYSA-N

Chemical. CAS: 1648732-25-5. Formula: C88H124N26O29S5. MW: 2170.4. Isolated from Strepomyces 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 Streptococcus pyogenes and weak antibacterial activity against other tested Gram-positive pathogens.

C88H124N26O29S5

2170.4

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 Streptococcus pyogenes and weak antibacterial activity against other tested Gram-positive pathogens.

>85% (HPLC)

O=C(NCC(NCC(NCC(N1)=O)=O)=O)C(CC(O)=O)NC([C@@H](CSC[C@@H](C(N[C@@H](CSC2)C(NC3CC4=CNC=N4)=O)=O)NC(CNC([C@H]1CSC[C@@H](C(N[C@@H]2C(O)=O)=O)NC3=O)=O)=O)NC([C@H](NC([C@@H]5CS[C@@H](C)[C@H](C(N6[C@H](C(NCC(N5)=O)=O)CCC6)=O)NC([C@H]7NC([C@H](CC8=CC=C(O)C=C8)NC(C(NC([C@H](C(CC)C)NC([C@H](NC(/C(NC(C(N)C(C)CC)=O)=C/C)=O)CSC7)=O)=O)=C)=O)=O)=O)=O)[C@H](O)C)=O)=O

Soluble in DMSO or water.

Isolated from Streptomyces sp.

Non-hazardous

Natural Products/Extracts

12352200

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