Nisin

Description References

Product Name: Nisin
CAS No.: 1414-45-5
Chemical Name: Nisin
Synonyms: NisinCAS:1414-45-5;NISIN;MISIN;Ambicin N;nsc-112903;Aids032124;Nisin (>Nisin E234;Aids-032124;Nisin (8CI)
CBNumber: CB2257501
Molecular Formula: C143H230N42O37S7
Formula Weight: 3354.07
MOL File: 1414-45-5.mol

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Nisin Property

Boiling point:: 2967℃
Density: 1.02 g/mL
Flash point:: >110°(230°F)
storage temp.: -20°C
solubility: insoluble in H2O; insoluble in EtOH; ≥5.63 mg/mL in DMSO with gentle warming and ultrasonic
form: solution
color: Off-white to light brown
Water Solubility: Soluble in water
Merck: 13,6592
InChIKey: NVNLLIYOARQCIX-QSXKFZIVNA-N
CAS DataBase Reference: 1414-45-5

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Safety

Hazard Codes: Xn
Risk Statements: 22-36/37/38
Safety Statements: 22-24/25-36-26
WGK Germany: 3
RTECS: QU3340000
F: 10
Toxicity: mouse,LD50,intravenous,100mg/kg (100mg/kg),"CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980Vol. 4(2), Pg. 228, 1980.

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: N5764
Product name: Nisin from Lactococcus lactis
Purity: 2.5% (balance sodium chloride and denatured milk solids)
Packaging: 1g
Price: $72.8
Updated: 2024/03/01

Sigma-Aldrich

Product number: N5764
Product name: Nisin from Lactococcus lactis
Purity: 2.5% (balance sodium chloride and denatured milk solids)
Packaging: 5g
Price: $191
Updated: 2024/03/01

Alfa Aesar

Product number: J66370
Product name: Nisin, 900 I.U./mg
Packaging: 1g
Price: $55.7
Updated: 2024/03/01

Alfa Aesar

Product number: J66370
Product name: Nisin, 900 I.U./mg
Packaging: 5g
Price: $163
Updated: 2024/03/01

Cayman Chemical

Product number: 16532
Product name: Nisin A
Packaging: 1g
Price: $50
Updated: 2024/03/01

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Nisin Chemical Properties,Usage,Production

Description

As a ribosomally synthesized peptide, Nisin has broad-spectrum antibacterial activity that is produced by the Lactococcus lactis. In the food industry, Nisin is obtained from the cultivating of Lactococcus lactis on natural substrates, such as milk or dextrose. It serves as a natural, antibacterial, and toxicologically safe food preservative which is protect against many bacteria that are food-spoilage pathogens. As a food additive, Nisin is popularly used in food production, such as milk, meats, fast food, beverages, health care products and medicines, etc. It is effective to decrease sterilization time, lower temperature during food sterilization, improve food quality, lessen damage to nutrition, and extend shelf life by suppressing Gram-positive spoilage and pathogenic bacteria. Besides, it has been studied as a possible treatment for infections of Clostridium difficile combined with miconazole. It was originally isolated in the late 1930s and approved as an additive for food use in the USA in the late 1960s.
Nisin functions by binding to cell wall precursor lipid components of bacteria and disrupts cell wall production. Once introduced Nisin initially blends with Lipid II, a precursor molecule used to form bacterial cell wall, to create a complex. The complex penetrates the cell wall and breaks into the cytoplasmic membrane and form pores, through which the internal cytoplasmic content oozes out leading to bacterial inhibition or death.

References

https://en.wikipedia.org/wiki/Nisin
http://www.innovateus.net/food/natural-preservative-nisin
http://www.sigmaaldrich.com/catalog/product/sigma/n5764?lang=en®ion=US&
gclid=CPu1xf6aq9MCFcSOfgodvmcHZA

Chemical Properties

Crystals from ethanol. Derived from Streptococcus lactis Lancefield Group N.

Uses

Nisin is an antimicrobial agent derived from pure culture fermenta- tions of certain strains of streptococcus lactis lancefield group n. nisin preparation contains nisin, a group of related peptides with antibiotic activity. it is used to inhibit the outgrowth of clostridium botulinum spores and toxin formation in pasteurized cheese spreads and pasteurized process cheese spreads; pasteurized cheese spread with fruits, vegetables, or meats; and pasteurized process cheese spread with fruits, vegetables, or meats.

Uses

Nisin is a particularly effective bacteriosin against C. botulinum, is allowed in processed cheese food.

Uses

An antibiotic with bactericidal action

Definition

ChEBI: A type-A lantibiotic containing 34 amino acid residues (including lanthionine (Lan), methyllanthionine (MeLan), didehydroalanine (Dha) and didehydroaminobutyric acid (Dhb)) and five thioether bridges. It is obtained by fermentation of the bacterium L ctococcus lactis and shows particular activity against Clostridium botulinum. It is used in the production of various processed foods to suppress Gram-positive spoilage and pathogenic bacteria and so extend shelf life.

Biological Activity

nisin is an antibacterial peptide.nisin is produced by the lactic acid bacterium l. lactis using uncommon amino acids, including lanthionine, and is a member of the class of antibiotics referred to as lantibiotics.

Biochem/physiol Actions

Nisin (Nisaplin) is produced by Lactococcus lactis. It is an effective lantibiotic peptide bactericidal agent. Nisin is a broad spectrum antimicrobial bacteriocin which affects Gram-positive bacteria, however, it has little or no effect on Gram-negative bacteria, yeasts or fungi.It was demonstrated that nisin has capability to inhibit the growth of almost all tested Gram-positive beer-spoilage bacteria. Of 122 Gram-positive bacteria strains (predominantly Lactobacilli and Pediococci), 93% were sensitive to 100 units of nisin. In contrast, out of the 32 Gram-negative strains tested, only the genus Flavobacter proved to be affected by nisin.Nisin exerts its antimicrobial activity by binding to lipid II which is a membrane-bound advanced intermediate involved in the biosynthesis of bacterial cell wall. By doing so, nisin sequesters lipid II from its functional location. In addition, the nisin-lipid II complex leads to formation of pores in the membrane causing cell death.

Mechanism of action

Nisin is highly effective against Gram-positive bacteria, with its MICs being at nanomolar concentrations. There are two different mechanisms by which nisin kills bacteria: pore formation in the membrane and inhibition of cell wall biosynthesis by binding to lipid II. After nisin reaches the bacterial plasma membrane, a pyrophosphate cage which involves the first two rings of nisin and the pyrophosphate moiety of lipid II is formed via hydrogen bonds. The pyrophosphate is responsible for the low levels of resistance of bacteria to nisin, since the pyrophosphate is essential and not prone to mutation and also facilitates the transmembrane orientation of nisin. Nevertheless, it is difficult for nisin to penetrate the outer membrane barrier of Gram-negative bacteria, and thus, it cannot reach its target, lipid II, in the inner membrane. This leads to the relatively low level of activity of nisin against Gram-negative bacteria. Conversely, nisin actually tends to bind to the usually anionic surface of the outer membrane and stabilizes it via electrostatic interactions. Notably, nisin can inhibit the growth of Gram-negative bacteria more efficiently, when chelating agents (EDTA, citrate monohydrate, or trisodium orthophosphate) are used to destabilize the outer membrane. Thus, the main bottleneck for nisin to be active against Gram-negative bacteria appears to be its ability to pass the outer membrane[2].

Side effects

Although Nisin E234 generally regarded as a very safe and effective supplement, there can be some minor side effects. Possible side effects: pruritus, nausea, and flushing. Other side effects include: pruritus, skin rash, and vomiting.

in vitro

previous study showed that the sperm motility could be completely inhibited with nisin the minimum effective concentration of nisin required to immobilize sperm in vitro within 20 s was found to be 50 μg in rat, 200 μg in rabbit and 300-400 μg in monkey and human. such inhibitory effect on sperm motility was found to be dose- and time-dependent [1].

in vivo

intravaginal administration of nisin before mating during proestrus-estrous transition phase caused complete arrest of sperm motility and blockage of conception. subacute toxicity studies in rats showed that, repetitive intravaginal application of nisin at the dose of 200 microg for 14 days caused no abnormalities either in the length of estrous cycle or in the morphology of vaginal epithelial cells. moreover, no histopathological abnormalities in vaginal tissue or any change in blood and serum biochemical profiles were seen. in addition, no adverse effects were found on subsequent reproductive performance, development of pups and neonate survival [1].

Purification Methods

This polypeptide from S. lactis is purified by crystallisation from 80% (v/v) EtOH and by countercurrent distribution. The synthetic polypeptide antibiotic can also be purified by preparative HPLC and assayed by HPLC on a Nucleosil 3007C18 (6 x 250mm) column using a MeCN—0.01M HCl gradient (30-50%), at 2%/minute, and flow rate of 1.5mL/minute to give a retention time of 8.1 minutes; or MeCN—0.3M guanidine-HCl gradient (30-50%), at 2%/minute, and flow rate of 1.5ml/minute to give a retention time of 10.9minutes. FAB-MS gave the pseudomolecular ion m/z at 3352.7 (M + H)+. It is soluble in dilute acid and is stable even on boiling. [Berridge et al. Biochem J 52 529 1952, synthesis by Fukase et al. Tetrahedron Lett 29 795 1988.]

References

[1] aranha c, gupta s, reddy kv. contraceptive efficacy of antimicrobial peptide nisin: in vitro and in vivo studies. contraception. 2004 apr;69(4):333-8.
[2] Li Q, et al. Increasing the Antimicrobial Activity of Nisin-Based Lantibiotics against Gram-Negative Pathogens. Applied and Environmental Microbiology, 2018; 84: e00052-18.

Nisin Preparation Products And Raw materials

Raw materials

Preparation Products

MORPHOLINEFATTYACIDSALT collagenase ointment Marigolld color Pectinase PACAP 1-27 LACTICACIDBACTERIA nerves calming toothpaste whole eye extract injection Erythropoietin Scopolamine hydrobromide α-Glucosidase

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View Lastest Price from Nisin manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd

Product: Nisin 1414-45-5
Price: US $56.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 5000kg/week
Release date: 2024-05-21

WUHAN FORTUNA CHEMICAL CO., LTD

Product: nisin from streptococcus lactis 1414-45-5
Price: US $0.00/g
Min. Order: 100g
Purity: ≥98.0%
Supply Ability: 10kg/month
Release date: 2021-09-29

Hengshui Haoye Co.,Ltd.

Product: Nisin 1414-45-5
Price: US $0.00/Kg/Bag
Min. Order: 1T
Purity: 99%
Supply Ability: 10 tons
Release date: 2021-07-14

1414-45-5, NisinRelated Search:

Sodium N-cyclohexylsulfamate SALCOMINE DICHLORO(ETHYLENEDIAMINE)PLATINUM(II) Aluminum acetylacetonate N-BUTYLISOCYANIDE 1,1,3,3-TETRAMETHYLBUTYL ISOCYANIDE Ferric acetylacetonate TRIS(2,2,6,6-TETRAMETHYL-3,5-HEPTANEDIONATO)EUROPIUM(III) Cupric acetylacetonate Tosylmethyl isocyanide Ethyl isocyanoacetate COBALT(II) ACETYLACETONATE TERT-BUTYL ISOCYANIDE Tris(2,4-pentanedionato)chroMiuM(III) 2,4-PENTANEDIONE, SILVER DERIVATIVE Benzyl isocyanide TRIS(2,2,6,6-TETRAMETHYL-3,5-HEPTANEDIONATO)DYSPROSIUM(III) Lactic acid

L-Isoleucyl-(Z)-2,3-didehydro-2-aminobutanoyl-D-cysteinyl-L-isoleucyl-2,3-didehydroalanyl-L-leucyl-L-cysteinyl-threo-3-mercapto-D-2-aminobutanoyl-L-prolylglycyl-L-cysteinyl-L-lysyl-threo-3-mercapto-D-2-aminobutanoylglycyl-L-alanyl-L-leucyl-L-methionylglycyl-L-cysteinyl-L-asparaginyl-L-methionyl-L-lysyl-threo-3-mercapto-D-2-aminobutanoyl-L-alanyl-threo-3-mercapto-D-2-aminobutanoyl-L-cysteinyl-L-histidyl-L-cysteinyl-L-seryl-L-isoleucyl-L-histidyl-L-valyl-2,3-didehydroalanyl-L-lysine cyclic (3->7),(8->11),(13->19),(23->26),(25->28)-pentakis(sulfide)

NISIN

nsc-112903

Streptococcus element (element)

Nisin from Lactococcus lactis Vetec(TM) reagent grade, 2.5% (balance sodium chloride and denatured milk solids)

Nisin from <i>Lactococcus lactis</i>

NISINSTREPTOCOCCUS LACTIS

nisin from streptococcus lactis

NisinC143H228N42O37S7

nisin from lactococcus lactis

NISINSTREPTOCOCCUS LACTIS: 2.5% NISIN, 75% DENATURED MILK SOLIDS

Ambicin N

Aids032124

Aids-032124

MISIN

Lactic acid Streptococcus

Nisin (>900 IU/mg, contains min. 50% NaCl)

Nisin Lactococcus lactis

Food/Beverage/Cosmetics Natural Preservative Nisin/nisin e234

Nisin Ready Made Solution

Nisin Powder

Nisin Z, ≥900 IU/mg

Nisin (&gt

900 IU/mg, contains min. 50% NaCl)

NisinCAS:1414-45-5

Nisin USP/EP/BP

NISIN(1414-45-5)

Food Ingredient Preservative Nisin CAS No.?1414-45-5?Crystal Powder

Good Quality Nisin Food Gradewith ISO FDA Halal Kosher

Nisin AQ: What is Nisin A Q: What is the CAS Number of Nisin A

(20,000-40,000 IU/mL in 0.02N HCl)

Nisin E234

(2-((S)-2-((S)-2-((2S,3S)-2-((S)-2-((1S,4S,7S,8S,11R,14S,17R,20S)-14-((1H-Imidazol-5-yl)methyl)-7-((S)-6-amino-2-((S)-2-((S)-4-amino-2-((3R,9S,12S,15S,21S,22S)-21-((S)-6-amino-2-((6R,9S,10S,15aS)-10-((3R,6S,12S,15S)-15-((Z)-2-((2S,3S)-2-amino-3-methylpentanamido)but-2-enamido)-12-((S)-sec-butyl)-6-isobutyl-9-methylene-5,8,11,14-tetraoxo-1-thia-4,7,10,13-tetraazacyclohexadecane-3-carboxamido)-9-methyl-1,4,11-trioxododecahydro-1H,9H-pyrrolo[2,1-i][1]thia[4,7,10]triazacyclotridecine-6-carboxamido)h

(-)-alpha-Terpineol (-)-alpha-Terpineol

Nisin (8CI)

Lactic acid streptococcin

1414-45-5

C143H230N42O37S7

C143H228N42O37S7

C143H228O37N42S7

C143H230O7S7

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