Surfactin information

Identifiers
Symbol	N/A
TCDB	1.D.11
OPM superfamily	163
OPM protein	2npv

Surfactin
Identifiers
CAS Number	24730-31-2;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL508272;
ChemSpider	391754;
ECHA InfoCard	100.110.185
PubChem CID	443592;
CompTox Dashboard (EPA)	DTXSID20893274 ;
	InChI InChI=1S/C53H93N7O13/c1-30(2)20-18-16-14-13-15-17-19-21-36-28-43(61)54-37(22-23-44(62)63)47(66)55-38(24-31(3)4)48(67)57-40(26-33(7)8)51(70)60-46(35(11)12)52(71)58-41(29-45(64)65)50(69)56-39(25-32(5)6)49(68)59-42(27-34(9)10)53(72)73-36/h30-42,46H,13-29H2,1-12H3,(H,54,61)(H,55,66)(H,56,69)(H,57,67)(H,58,71)(H,59,68)(H,60,70)(H,62,63)(H,64,65)/t36-,37+,38+,39-,40-,41+,42+,46+/m1/s1 Key: NJGWOFRZMQRKHT-WGVNQGGSSA-N; InChI=1/C53H93N7O13/c1-30(2)20-18-16-14-13-15-17-19-21-36-28-43(61)54-37(22-23-44(62)63)47(66)55-38(24-31(3)4)48(67)57-40(26-33(7)8)51(70)60-46(35(11)12)52(71)58-41(29-45(64)65)50(69)56-39(25-32(5)6)49(68)59-42(27-34(9)10)53(72)73-36/h30-42,46H,13-29H2,1-12H3,(H,54,61)(H,55,66)(H,56,69)(H,57,67)(H,58,71)(H,59,68)(H,60,70)(H,62,63)(H,64,65)/t36-,37+,38+,39-,40-,41+,42+,46+/m1/s1 Key: NJGWOFRZMQRKHT-WGVNQGGSBQ;
	SMILES CC(C)CCCCCCCCC[C@@H]1CC(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(=O)O1;
Properties
Chemical formula	C53H93N7O13
Molar mass	1036.3 g/mol
	Surface tension:
CMC	9.4 × 10−6 M (pH 8.7)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Surfactin is a cyclic lipopeptide, commonly used as an antibiotic for its capacity as a surfactant.^[2] It is an amphiphile capable of withstanding hydrophilic and hydrophobic environments. The Gram-positive bacterial species Bacillus subtilis produces surfactin for its antibiotic effects against competitors.^[3] Surfactin showcases antibacterial, antiviral, antifungal, and hemolytic effects.^[4]

^ Ishigami Y, Osman M, Nakahara H, Sano Y, Ishiguro R, Matsumoto M (July 1995). "Significance of β-sheet formation for micellization and surface adsorption of surfactin". Colloids and Surfaces B: Biointerfaces. 4 (6): 341–348. doi:10.1016/0927-7765(94)01183-6.
^ Mor, A. Peptide-based antibiotics: A potential answer to raging antimicrobial resistance. Drug Develop. Res. (2000) 50: 440–447.
^ Peypoux F, Bonmatin JM, Wallach J (May 1999). "Recent trends in the biochemistry of surfactin". Applied Microbiology and Biotechnology. 51 (5): 553–63. doi:10.1007/s002530051432. PMID 10390813. S2CID 35677695.
^ Singh P, Cameotra SS (March 2004). "Potential applications of microbial surfactants in biomedical sciences". Trends in Biotechnology. 22 (3): 142–6. doi:10.1016/j.tibtech.2004.01.010. PMID 15036865.

[cmc-1] Ishigami Y, Osman M, Nakahara H, Sano Y, Ishiguro R, Matsumoto M (July 1995). "Significance of β-sheet formation for micellization and surface adsorption of surfactin". Colloids and Surfaces B: Biointerfaces. 4 (6): 341–348. doi:10.1016/0927-7765(94)01183-6.

[2] Mor, A. Peptide-based antibiotics: A potential answer to raging antimicrobial resistance. Drug Develop. Res. (2000) 50: 440–447.

[pmid10390813-3] Peypoux F, Bonmatin JM, Wallach J (May 1999). "Recent trends in the biochemistry of surfactin". Applied Microbiology and Biotechnology. 51 (5): 553–63. doi:10.1007/s002530051432. PMID 10390813. S2CID 35677695.

[pmid15036865-4] Singh P, Cameotra SS (March 2004). "Potential applications of microbial surfactants in biomedical sciences". Trends in Biotechnology. 22 (3): 142–6. doi:10.1016/j.tibtech.2004.01.010. PMID 15036865.

Surfactin information

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Surfactin

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Peripheral membrane protein

Bacillus megaterium

Side effects of penicillin

Bacillus

Proteolipid

Avibactam

Lipopeptide

Mycosubtilin

Cefozopran

Epicillin

Biofilm

Transporter Classification Database

Carumonam

Identifiers

CAS Number	24730-31-2
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL508272
ChemSpider	391754
ECHA InfoCard	100.110.185
PubChem CID	443592
CompTox Dashboard (EPA)	DTXSID20893274
InChI InChI=1S/C53H93N7O13/c1-30(2)20-18-16-14-13-15-17-19-21-36-28-43(61)54-37(22-23-44(62)63)47(66)55-38(24-31(3)4)48(67)57-40(26-33(7)8)51(70)60-46(35(11)12)52(71)58-41(29-45(64)65)50(69)56-39(25-32(5)6)49(68)59-42(27-34(9)10)53(72)73-36/h30-42,46H,13-29H2,1-12H3,(H,54,61)(H,55,66)(H,56,69)(H,57,67)(H,58,71)(H,59,68)(H,60,70)(H,62,63)(H,64,65)/t36-,37+,38+,39-,40-,41+,42+,46+/m1/s1 Key: NJGWOFRZMQRKHT-WGVNQGGSSA-N InChI=1/C53H93N7O13/c1-30(2)20-18-16-14-13-15-17-19-21-36-28-43(61)54-37(22-23-44(62)63)47(66)55-38(24-31(3)4)48(67)57-40(26-33(7)8)51(70)60-46(35(11)12)52(71)58-41(29-45(64)65)50(69)56-39(25-32(5)6)49(68)59-42(27-34(9)10)53(72)73-36/h30-42,46H,13-29H2,1-12H3,(H,54,61)(H,55,66)(H,56,69)(H,57,67)(H,58,71)(H,59,68)(H,60,70)(H,62,63)(H,64,65)/t36-,37+,38+,39-,40-,41+,42+,46+/m1/s1 Key: NJGWOFRZMQRKHT-WGVNQGGSBQ
SMILES CC(C)CCCCCCCCC[C@@H]1CC(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(=O)O1
Properties
Chemical formula	C₅₃H₉₃N₇O₁₃
Molar mass	1036.3 g/mol
Surface tension:
CMC	9.4 × 10⁻⁶ M (pH 8.7)^[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references