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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
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.

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Nisin Suppliers

Shanghai JONLN Reagent Co., Ltd.
Tel
400-0066400 13621662912
Fax
021-55660885
Email
422131432@qq.com
Country
China
ProdList
9978
Advantage
55
NANJING SUNSHINE BIOTECH CO.,LTD
Tel
025-86189919,025-86189929 13814179829
Fax
86-25-86189616
Email
market@sunshine-bio.com
Country
China
ProdList
48
Advantage
58
Guangdong Hengtian Biotechnology Co., Ltd.
Tel
15603008518
Fax
15603008518
Email
292064964@qq.com
Country
China
ProdList
737
Advantage
58
Shandong Fengtai Biotechnology Co., Ltd.
Tel
0531-0531-82066716 15662658391
Fax
0531-82066716
Email
528732991@qq.com
Country
China
ProdList
1024
Advantage
58
HENGSHUI HAOYE CHEMICAL CO.,LTD.
Tel
+86-0318-2102300 +86-18632882519
Fax
0318-2103390
Email
hy@chemcoms.com
Country
China
ProdList
83
Advantage
58
Jiangsu Aofu Biotechnology Co. , Ltd.
Tel
139-14497230 13914497230
Email
3199449839@qq.com
Country
China
ProdList
511
Advantage
58
INTATRADE GmbH
Tel
+49 3493/605464
Fax
+49 3493/605470
Email
sales@intatrade.de
Country
Germany
ProdList
3572
Advantage
66
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15839
Advantage
69
future industrial shanghai co., ltd
Tel
400-0066400 13621662912
Fax
021-55660885
Email
sales@jonln.com
Country
China
ProdList
1995
Advantage
65
Jia Xing Isenchem Co.,Ltd
Tel
0573-85285100 18627885956
Fax
0573-85285100
Email
isenchem@163.com
Country
China
ProdList
9513
Advantage
66
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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

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