Cyanoginosin LA

Base Information

Chemical Name:Cyanoginosin LA
CAS No.:96180-79-9
Molecular Formula:C46H67N7O12
Molecular Weight:910.078
Hs Code.:
European Community (EC) Number:635-546-4
UNII:3E7C54U3SY
Nikkaji Number:J455.686K
Wikidata:Q27894661
Pharos Ligand ID:HMCPYGFXTGMM
Metabolomics Workbench ID:160204
ChEMBL ID:CHEMBL421377
Mol file:96180-79-9.mol

Synonyms:cyanoginosin-LA;cyanogynosin-LA;microcystin LA;microcystin-LA

Suppliers and Price of Cyanoginosin LA

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

ChemScene
Microcystin-LA
100ug
$ 650.00

Cayman Chemical
Microcystin-LA ≥95%
500μg
$ 1085.00

Cayman Chemical
Microcystin-LA ≥95%
100μg
$ 279.00

Cayman Chemical
Microcystin-LA ≥95%
25μg
$ 155.00

Total 23 raw suppliers

Chemical Property of Cyanoginosin LA

Chemical Property:

Vapor Pressure:0mmHg at 25°C
Boiling Point:1237°Cat760mmHg
Flash Point:701.9°C
PSA：299.68000
Density:1.24g/cm³
LogP:3.17800
Storage Temp.:−20°C
Solubility.:methanol: 2 mg/mL
XLogP3:3.5
Hydrogen Bond Donor Count:8
Hydrogen Bond Acceptor Count:12
Rotatable Bond Count:11
Exact Mass:909.48477060
Heavy Atom Count:65
Complexity:1810

Purity/Quality:

99% ^*data from raw suppliers

Microcystin-LA ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:T+
Statements: 26/27/28-36/37/38-43
Safety Statements: 26-36/37/39-45

MSDS Files:: SDS file from LookChem

Useful:

Chemical Classes:Microcystin
Canonical SMILES:CC1C(NC(=O)C(NC(=O)C(C(NC(=O)C(NC(=O)C(NC(=O)C(=C)N(C(=O)CCC(NC1=O)C(=O)O)C)C)CC(C)C)C(=O)O)C)C)C=CC(=CC(C)C(CC2=CC=CC=C2)OC)C
Isomeric SMILES:C[C@H]1[C@@H](NC(=O)[C@@H](NC(=O)[C@H]([C@@H](NC(=O)[C@@H](NC(=O)[C@H](NC(=O)C(=C)N(C(=O)CC[C@@H](NC1=O)C(=O)O)C)C)CC(C)C)C(=O)O)C)C)/C=C/C(=C/[C@H](C)[C@H](CC2=CC=CC=C2)OC)/C
Description Microcystins are hepatotoxic cyclic heptapeptide toxins produced by cyanobacteria. They are responsible for periodic poisonings of humans and livestock following consumption of freshwater in areas where the blue-green algae are endemic. The toxicity of microcystins is initiated by the inhibition of the catalytic activity of protein phosphatase (PP) 1 and PP2A. Microcystin-LA differs from the major microcystin variant LR with the substitution of alanine in place of the arginine. It inhibits both PP1C and PP2A with an IC50 value of 0.3 nM.
Uses Microcystin LA from algae has been used as a standard for liquid chromatography/mass spectrometry (LCMS) for toxin analysis.

Technology Process of Cyanoginosin LA

There total 29 articles about Cyanoginosin LA which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 50.0%

: 184354-72-1
C₄₈H₇₁N₇O₁₂

: 96180-79-9
Microcystin-LA

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; at 0 ℃; for 5h;
DOI:10.1021/ja961683e

Reference yield:

: 78031-81-9
N-Cbz-(D)-Ala-(L)-Leu-O-tBu

: 96180-79-9
Microcystin-LA

Guidance literature:: Multi-step reaction with 15 steps

1: H₂ / 10percent Pd/C / methanol / 2.5 h / 760 Torr

2: HOBt, DCC / CH₂Cl₂ / a) 0 deg C, 2 h, b) RT, 12 h

3: H₂ / 10percent Pd/C / methanol / 2.5 h / 760 Torr

4: DIEA, HATU / dimethylformamide / a) 0 deg C, 1 h, b) RT, 17 h

5: aq. K₂CO₃ / tetrahydrofuran / 8 h / Ambient temperature

6: TFA, thioanisole / 0.5 h

7: aq. Na₂CO₃ / dioxane / 12 h / Ambient temperature

8: collidine, HATU / dimethylformamide / a) 0 deg C, 1 h, b) RT, 19 h

9: TFA / 0.5 h

10: collidine, HATU / dimethylformamide / a) 0 deg C, 1 h, b) RT, 14 h

11: 84 percent / Zn, HOAc / 4 h

12: 83 percent / DCC / ethyl acetate / a) 0 deg C, 2 h, b) RT, 22 h

13: TFA / 0.83 h

14: phosphate buffer, pH 9.5 / CHCl₃ / 1 h

15: 50 percent / 0.1 M aq. LiOH / tetrahydrofuran / 5 h / 0 °C

With 2,3,5-trimethyl-pyridine; lithium hydroxide; phosphate buffer; methyl-phenyl-thioether; hydrogen; sodium carbonate; potassium carbonate; benzotriazol-1-ol; acetic acid; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; zinc; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; chloroform; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/ja961683e

Reference yield:

: 78031-82-0
D-Ala-L-Leu-O-tBu

: 96180-79-9
Microcystin-LA

Guidance literature:: Multi-step reaction with 14 steps

1: HOBt, DCC / CH₂Cl₂ / a) 0 deg C, 2 h, b) RT, 12 h

2: H₂ / 10percent Pd/C / methanol / 2.5 h / 760 Torr

3: DIEA, HATU / dimethylformamide / a) 0 deg C, 1 h, b) RT, 17 h

4: aq. K₂CO₃ / tetrahydrofuran / 8 h / Ambient temperature

5: TFA, thioanisole / 0.5 h

6: aq. Na₂CO₃ / dioxane / 12 h / Ambient temperature

7: collidine, HATU / dimethylformamide / a) 0 deg C, 1 h, b) RT, 19 h

8: TFA / 0.5 h

9: collidine, HATU / dimethylformamide / a) 0 deg C, 1 h, b) RT, 14 h

10: 84 percent / Zn, HOAc / 4 h

11: 83 percent / DCC / ethyl acetate / a) 0 deg C, 2 h, b) RT, 22 h

12: TFA / 0.83 h

13: phosphate buffer, pH 9.5 / CHCl₃ / 1 h

14: 50 percent / 0.1 M aq. LiOH / tetrahydrofuran / 5 h / 0 °C

With 2,3,5-trimethyl-pyridine; lithium hydroxide; phosphate buffer; methyl-phenyl-thioether; hydrogen; sodium carbonate; potassium carbonate; benzotriazol-1-ol; acetic acid; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; zinc; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; chloroform; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/ja961683e