NAI-108

Specifications / Handling

More Information
Product Details
Synonyms	Lantibiotic NAI 108 A1/A2 Mixture
Product Type	Chemical
Properties
Formula	C₉₄H₁₂₇BrN₂₆O₂₇S₅ (A1) C₉₄H₁₂₇BrN₂₆O₂₆S₅ (A2)
MW	2293.4 (A1; R=OH) 2277.4 (A2; R=H)
CAS	1820892-86-1
Source/Host Chemicals	Isolated from Actinoallomurus sp.
Purity Chemicals	≥80% (HPLC, for A1/A2)
Appearance	White to off-white powder.
Solubility	Soluble in DMSO, aqueous acetonitrile or ethanol.
Identity	Determined by MS.
Declaration	Manufactured by Naicons Srl.
Other Product Data	Purity Note: The purity is referred exclusively to the main congener(s), the sample also contains minor related congeners. See: Brominated Variant of the Lantibiotic NAI-107 with Enhanced Antibacterial Potency: J.C. Cruz, et al.; J. Nat. Prod. 78, 2642 (2015)
InChi Key	UGAXZQVTKAPZLB-WCMIHIHVSA-N
Smiles	O=C(N[C@H](C(NC(C(N[C@H](C(N[C@H](C(N[C@H]([C@H](C)SC[C@@H](C(N[C@H]([C@H](O)C)C(N[C@@H](C(N1[C@H]2[C@@H](O)CC1)=O)CSC[C@H](NC([C@H](CC(N)=O)NC([C@H](NC(CNC(CNC(CNC2=O)=O)=O)=O)CSC[C@@H](C(N/C=C\SC3)=O)NC4=O)=O)=O)C(N[C@@H]3C(N[C@@H]4CC5=CC=CC=C5)=O)=O)=O)=O)NC6=O)C(N7[C@H](C(NC6)=O)CCC7)=O)=O)CSC8)=O)CC(C)C)=O)=C)=O)CC9=CNC%10=C9C=C(Br)C=C%10)[C@@H]8NC(/C(NC([C@H](C(C)C)N)=O)=C/C)=O
Shipping and Handling
Shipping	AMBIENT
Short Term Storage	+4°C
Long Term Storage	-20°C
Handling Advice	Keep cool and dry. Protect from light. Protect from light when in solution.
Use/Stability	Stable for at least 2 years after receipt when stored at -20°C.
Documents
MSDS	Download PDF
Product Specification Sheet
Datasheet	Download PDF

Product-specific References

Description

Antibacterial class I lantibiotic.
Brominated variant of NAI-107 (AG-CN2-0307).
Inhibits cell wall synthesis and consequently bacterial growth by forming a complex with lipid intermediate II (Lipid II), a key intermediate in peptidoglycan biosynthesis. Efficiently 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.
Slightly higher activity than NAI-107 against multidrug-resistant Gram-positive pathogens.

Product References

Brominated Variant of the Lantibiotic NAI-107 with Enhanced Antibacterial Potency: J.C. Cruz, et al.; J. Nat. Prod. 78, 2642 (2015)

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