MICROCYSTIN-LR

Base Information

• Chemical Name: MICROCYSTIN-LR
• CAS No.: 101043-37-2
• Molecular Formula: C49H74 N10 O12
• Molecular Weight: 995.186
• Hs Code.: 30029090
• Mol file: 101043-37-2.mol

Synonyms:MicrocystinLA, 5-L-arginine-;Microcystin LR (9CI);Akerstox;Cyanoginosin LA, 5-L-arginine-;Cyanoginosin LR;Cyclo[2,3-didehydro-N-methylalanyl-D-alanyl-L-leucyl-erythro-3-methyl-D-b-aspartyl-L-arginyl-(2S,3S,4E,6E,8S,9S)-4,5,6,7-tetradehydro-9-methoxy-2,6,8-trimethyl-10-phenyl-3-aminodecanoyl-D-g-glutamyl];MCLR;MCYST-LR;ToxinI (Microcystis aeruginosa);Toxin T 17 (Microcystis aeruginosa);Microcystin-LR solution;

Chemical Property of MICROCYSTIN-LR

Chemical Property:

• Refractive Index: 1.598
• Boiling Point: °Cat760mmHg
• PKA: 3.03±0.70(Predicted)
• Flash Point: °C
• PSA: 340.64000
• Density: 1.29g/cm³
• LogP: 3.92970
• Storage Temp.: −20°C
• Solubility.: ethanol: 1 mg/mL

Purity/Quality:

98%Min ^*data from raw suppliers

Microcystin-LR solution 10?μg/mL in methanol, analytical standard ^*data from reagent suppliers

Safty Information:

• Pictogram(s): A poison by ingestion and inhalation.
• Hazard Codes: T+,T,F
• Statements: 26/27/28-36/37/38-43-39/23/24/25-23/24/25-11
• Safety Statements: 26-36/37/39-45-36/37-16-7

MSDS Files:

SDS file from LookChem

Useful:

• Description: Microcystins are hepatotoxic cyclic heptapeptide toxins produced by cyanobacteria. They are responsible for periodic poisonings of humans and livestock drinking fresh water where the blue-green algae are endemic. Microcystin-LR is a selective inhibitor of protein phosphatase 2A (PP2A) (IC50= 0.04 nM) and will completely inhibit this enzyme without affecting PP1 when used at a concentration of 0.5 nM. The PP1 IC50 is about 1.7 nM. Microcystins are at least 10 times more potent as serine/threonine PP inhibitors than okadaic acid, another microalgal toxin also used for this purpose.

Technology Process of MICROCYSTIN-LR

There total 4 articles about MICROCYSTIN-LR 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:

[6(Z)-Adda5]microcystin-LR → microcystin-LR (101043-37-2) + [4(Z)-Adda5]microcystin-LR + [(2S,3S,1'R,3'S,4'S,5'R,6'R,7'R)-3-amino-5-(4',6'-dimethyl-3'-methoxytricyclo[5.4.0.01'5']undeca-8',10'-dien-6'-yl)-2-methyl-4(E)-pentenoic acid]microcystin-LR (205104-07-0)

Guidance literature:

In phosphate buffer; at 0 ℃; for 0.25h; pH=7.0; UV-irradiation;

DOI:10.1021/tx970132e

Reference yield:

[(2S,3S,1'R,3'S,4'S,5'R,6'R,7'R)-3-amino-5-(4',6'-dimethyl-3'-methoxytricyclo[5.4.0.01'5']undeca-8',10'-dien-6'-yl)-2-methyl-4(E)-pentenoic acid]microcystin-LR (205104-07-0) → microcystin-LR (101043-37-2) + [4(Z)-Adda5]microcystin-LR + [6(Z)-Adda5]microcystin-LR

Guidance literature:

In phosphate buffer; at 0 ℃; for 0.25h; pH=7.0; UV-irradiation;

DOI:10.1021/tx970132e

Reference yield:

[6(Z)-Adda5]microcystin-LR → microcystin-LR (101043-37-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.3 percent Turnov_. / aq. phosphate buffer / 0.25 h / 0 °C / pH 7.0 / UV-irradiation

2: 14.3 percent Turnov_. / aq. phosphate buffer / 0.25 h / 0 °C / pH 7.0 / UV-irradiation

In phosphate buffer; 1: Cyclization / 2: Ring cleavage;

DOI:10.1021/tx970132e

upstream raw materials:

[(2S,3S,1'R,3'S,4'S,5'R,6'R,7'R)-3-amino-5-(4',6'-dimethyl-3'-methoxytricyclo[5.4.0.0^1'5']undeca-8',10'-dien-6'-yl)-2-methyl-4(E)-pentenoic acid]microcystin-LR

Downstream raw materials:

C₅₁H₈₁N₁₁O₁₂S

[(2S,3S,1'R,3'S,4'S,5'R,6'R,7'R)-3-amino-5-(4',6'-dimethyl-3'-methoxytricyclo[5.4.0.0^1'5']undeca-8',10'-dien-6'-yl)-2-methyl-4(E)-pentenoic acid]microcystin-LR

Refernces