Cyanobacteria, also known as Blue-Green algae,  are aquatic photosynthetic procariotes. Some species of cyanobacteria produce toxins that affect animals and humans. People may be exposed to cyanobacterial toxins by drinking or bathing in contaminated water. Toxins from marine or sweet water blue-green algae may endanger marine and sweet-water biosphere. They may contaminate drinking water, water used in pools, water used in infusion solutions. Cyanotoxins are secondary metabolites produced by cyanobacteria, of varied chemical nature and toxic effects.  Among other classes of bioactivities, there are: neurotoxins such as anatoxin-a, anatoxin-a (S), paralytic shellfish toxins, β-methylaminopropionic acid, N-(2-aminoethyl) glycine and 2,4-diaminobutyric acid, cytotoxins/dermatotoxins  and hepatotoxins –cylindrospermopsins, microcystins and nodularins—with microcystins being the most frequently reported. Some Cyanobacterial toxins are cyclic peptides, other are alkaloids or non proteic amino acids, lipopolysacharides.

Nodularin

Nodularin
Molecular Formula
C41H60N8O10
M.W.
824.96
CAS number
118399-22-7
Source
Nodularia spumigena
Fermentek product Code
NOD-001
Brand/grade
For research
Appearance
White to brown powder
Purity by HPLC
≥95% ; refer to CoA for more data
Solubility test
Clear colorless to slight brown solution at 10mg/ml of DMSO;
Clear colorless to slight brown at 2mg/ml of Methanol
Names and identifiers

Synonyms:

 

  • Nodularin
  • Nodularin R
  • Cyclo[(Z)-2,3-didehydro-N-methyl-2-aminobutanoyl-erythro-3-methyl-D-β-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-γ-glutamyl]

Chemical names:

IUPAC:

(2Z,5R,6S,9S,12S,13S,16R)-9-[3-(diaminomethylideneamino)propyl]-2-ethylidene-12-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,6,13-trimethyl-3,7,10,14,19-pentaoxo-1,4,8,11,15-pentazacyclononadecane-5,16-dicarboxylic acid

HSDB:   7749   

RTECS# GU2294250

EU number
621-437-9
Chemical name
Nodularin
Description

Nodularins are potent toxins produced by the cyanobacterium Nodularia spumigena . This aquatic, photosynthetic cyanobacterium forms visible colonies that present as algal blooms in brackish water bodies.

InChl Key
IXBQSRWSVIBXNC-HSKGSTCASA-N
Canonical SMILES
CC=C1C(=O)NC(C(C(=O)NC(C(=O)NC(C(C(=O)NC(CCC(=O)N1C)C(=O)O)C)C=CC(=CC(C)C(CC2=CC=CC=C2)OC)C)CCCN=C(N)N)C)C(=O)O
Isomeric SMILES
C/C=C\1/C(=O)N[C@H]([C@@H](C(=O)N[C@H](C(=O)N[C@H]([C@@H](C(=O)N[C@H](CCC(=O)N1C)C(=O)O)C)/C=C/C(=C/[C@H](C)[C@H](CC2=CC=CC=C2)OC)/C)CCCN=C(N)N)C)C(=O)O
Solubility ( literature )
  • Methanol 2mg/ml
  • MeOH:Water 1:1 v:v 1mg/ml
  • EtOH, DMSO 10mg/ml
Compound Classification
  • Cyanotoxin
  • Cyclic Oligopeptide
  • Non ribosomal peptide
  • Non-protein-building aminoacids
Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
Open carefully.
Use the original container to store the product.
Keep the lid tightly closed.
Retest time
3 Years
Applications
  • Potent inhibitor of protein phosphatases 1 and 2A (PP1 and PP2A).
  • Useful for affinity purification of PP2A Similar to Microcystin-LR (ICN Cat. No. 158379), but with increased water solubility.
  • Ref: 1. J. Cancer Res. Clin. Oncol., 116, 609-614 (1990).
Disclaimer
For Research use only
Not for Human or Drug use
Not extracted from humans or animals
Refer to MSDS for further safety and handling instructions
Ingredient type
Fermentek product
Fermentek Product Category
Cyanobacterial Toxins

Quote for

Price
$1.00
Nodularin
Nodularin

[D-Asp3] Microcystin LR

[D-Asp3] Microcystin LR
Molecular Formula
C48H72N10O12
M.W.
981.15
CAS number
120011-66-7
MSDS
Source
Microcystis aeruginosa
Fermentek product Code
MLR-002
Brand/grade
For research
Appearance
White powder
Purity by HPLC
≥98% ; refer to CoA for more data
Solubility test
Clear colorless solution at 1mg/ml Methanol
Names and identifiers

Synonyms:

  • Asp3-Microcystin LR
  • Microcystin A
  • Microcystin-[D-Asp3]-LR
  • 3-Desmethylmicrocystin LR
  • Toxin II (Microcystis aeruginosa) 
  • Toxin T 16 (Microcystis aeruginosa)
  • 4-D-β-Aspartic acid-5-L-argininemicrocystin LA

Chemical names:

IUPAC:

(5R,8S,11R,15S,22R)-15-[3-(diaminomethylideneamino)propyl]-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl]-1,5,19-trimethyl-2-methylidene-8-(2-methylpropyl)-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptazacyclopentacosane-11,22-dicarboxylic acid

IUPAC: as peptide

  • N(1)Arg-Unk-D-gGlu-N(Me)Dha-D-Ala-Leu-D-Asp(1)-OH
  • Cyclo[2,​3-​didehydro-​N-​methylalanyl-​D-​alanyl-​L-​leucyl-​D-​β-​aspartyl-​L-​arginyl-​(2S,​3S,​4E,​6E,​8S,​9S)​-​3-​amino-​9-​methoxy-​2,​6,​8-​trimethyl-​10-​phenyl-​4,​6-​decadienoyl-​D-​γ-​glutamyl]

 

RTECS#

 

EU number
Not registered
Chemical name
Cyanoginosin LA, 4-D-beta-aspartic acid-5-L-arginine-
InChl Key
VYEBKSHVYPDMQQ-GQYKZJDQSA-N
Canonical SMILES
CC1C(NC(=O)C(NC(=O)CC(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)CCCN=C(N)N)C=CC(=CC(C)C(CC2=CC=CC=C2)OC)C
Isomeric SMILES
C[C@@H]1C(=O)N[C@H](C(=O)N[C@H](CC(=O)N[C@H](C(=O)NC(C(C(=O)N[C@H](CCC(=O)N(C(=C)C(=O)N1)C)C(=O)O)C)/C=C/C(=C/[C@H](C)[C@H](CC2=CC=CC=C2)OC)/C)CCCN=C(N)N)C(=O)O)CC(C)C
Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
Open carefully.
Use the original container to store the product.
Keep the lid tightly closed.
Avoid exposing to strong direct light.
Other vendors may recommend higher temperatures for storage.
Protect from moisture!
Retest time
3 Years
Disclaimer
For Research use only
Not for Human or Drug use
Not extracted from humans or animals
Refer to MSDS for further safety and handling instructions
Ingredient type
Fermentek product
Shipped at ambient temperature
Shipped in amber-glass vials
Available since
Title
Deleted CAS Registry Numbers
Value
128657-48-7 ; 135258-17-2 ; 374589-84-1
Fermentek Product Category
Water safety
Cyanobacterial Toxins
Signal to sort
M

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Price
$1.00

Standard Solution of Microcystin WR

Standard Solution of Microcystin WR
Fermentek product Code
STD-022
Brand/grade
Analytical standard
Description

Microcystin WR, 10 µg/ml solution in Methanol, grade: "HPLC Supra Gradient "(CAS #67-58-6)" Ready for Injection into HPLC system.

Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
Use the original container to store the product.
Keep the lid tightly closed.
Disclaimer
Not for Human or Drug use
Not extracted from humans or animals
Refer to MSDS for further safety and handling instructions
Warnings
Ingredient Reference
Microcystin WR
Ingredient type
Fermentek product
Ingredient amount
10 µg/ml in Methanol
Ingredient Other
Methanol, "HPLC Supra gradient" grade Methanol (CAS #67-56-1)
Ingredient type
Fermentek product
Ingredient amount
to 100%
Transport safety: Class 3 (Flammable) Pg II
Available since
Fermentek Product Category
Cyanobacterial Toxins
Standard Solutions
Signal to sort
S

Quote for

Price
$1.00

Standard Solution of Microcystin RR

Solution Solution of Microcystin RR
Fermentek product Code
STD-021
Brand/grade
Analytical standard
Description

Microcystin RR, 10 µg/ml solution in Methanol, grade: "HPLC Supra Gradient "(CAS #67-58-6)" Ready for Injection into HPLC system.

Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
Use the original container to store the product.
Keep the lid tightly closed.
Disclaimer
Not for Human or Drug use
Not extracted from humans or animals
Refer to MSDS for further safety and handling instructions
Warnings
Ingredient Reference
Microcystin RR
Ingredient type
Fermentek product
Ingredient amount
10 µg/ml in Methanol
Ingredient Other
Methanol, "HPLC Supra gradient" grade Methanol (CAS #67-56-1)
Ingredient type
Fermentek product
Ingredient amount
to 100%
Transport safety: Class 3 (Flammable) Pg II
Available since
Fermentek Product Category
Cyanobacterial Toxins
Standard Solutions
Signal to sort
S

Quote for

Price
$1.00

Standard Solution of Microcystin LR

Standard Solution of Microcystin LR
Fermentek product Code
STD-020
Brand/grade
Analytical standard
Names and identifiers

Synonyms:

Chemical names:

IUPAC:

RTECS#

Description

Microcystin LR, 10 µg/ml solution in Methanol, grade: "HPLC Supra Gradient "(CAS #67-58-6)" Ready for Injection into HPLC system.

Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
Use the original container to store the product.
Keep the lid tightly closed.
Disclaimer
Not for Human or Drug use
Not extracted from humans or animals
Refer to MSDS for further safety and handling instructions
Warnings
Ingredient Reference
Microcystin LR
Ingredient type
Fermentek product
Ingredient amount
10 µg/ml in Methanol
Ingredient Other
Methanol, "HPLC Supra gradient" grade Methanol (CAS #67-56-1)
Ingredient type
Fermentek product
Ingredient amount
to 100%
Transport safety: Class 3 (Flammable) Pg II
Available since
Fermentek Product Category
Cyanobacterial Toxins
Standard Solutions
Signal to sort
S

Quote for

Price
$1.00

Microcystin WR

Microcystin WR
Molecular Formula
C54H73N11O12
M.W.
1 068.24
CAS number
138234-58-9
MSDS
Source
Microcystis aeruiginosa
Fermentek product Code
MWR-001
Brand/grade
For research
Appearance
White powder
Purity by HPLC
≥98% ; refer to CoA for more data
Solubility test
Clear colorless solution at 0.1 mg/ml of Methanol: Water (75:25 mixture)
Names and identifiers

Synonyms:

Chemical names:  3-L-Tryptophan-5-L-arginine cyanoginosin La

IUPAC:  (5R,8S,11R,12S,15S,18S,19S,22R)-15-(3-Carbamimidamidopropyl)-8-[(1H-indol-3-yl)methyl]-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dien-1-yl]-1,5,12,19-tetramethyl-2-methylidene-3,6,9,1 3,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptaazacyclopentacosane-11,22-dicarboxylic acid

RTECS#

EU number
Not listed
InChl Key
UGNOHFGJSOFQHC-ZISXDMAXSA-N
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)CC2=CNC3=CC=CC=C32)C(=O)O)C)CCCN=C(N)N)C=CC(=CC(C)C(CC4=CC=CC=C4)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)CC2=CNC3=CC=CC=C32)C(=O)O)C)CCCN=C(N)N)/C=C/C(=C/[C@H](C)[C@H](CC4=CC=CC=C4)OC)/C
Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
Open carefully.
Use the original container to store the product.
Keep the lid tightly closed.
Other vendors may recommend higher temperatures for storage.
Retest time
3 Years
Disclaimer
For Research use only
Not for Human or Drug use
Not extracted from humans or animals
Refer to MSDS for further safety and handling instructions
Ingredient type
Fermentek product
Shipped at ambient temperature
Shipped in amber-glass vials
Transport safety: class 6.1 PG I
Available since
Fermentek Product Category
Water safety
Cyanobacterial Toxins
Regulated toxin
Signal to sort
M

Quote for

Price
$10,000.00

Microcystin LR

Microcystin LR
Molecular Formula
C49H74N10O12
M.W.
995.17
CAS number
101043-37-2
MSDS
Source
Microcystis aeruginosa
Fermentek product Code
MLR-001
Brand/grade
For research
Appearance
White to green to blue powder
Purity by HPLC
≥98% ; refer to CoA for more data
Solubility test
Clear colorless solution at 1mg/ml Methanol
Names and identifiers

Synonyms:

  • Cyanoginosin-LR
  • Toxin T 17 
  • cyclo[2,3-didehydro-N-methylalanyl-D-alanyl-L-leucyl-(3S)-3-methyl-D-β-aspartyl-L-arginyl-(2S,3S,4E,6E,8S,9S)-3-amino-9-methoxy-2,6,8-trimethyl-10-phenyl-4,6-decadienoyl-D-γ-glutamyl]

Chemical names:

IUPAC:

RTECS GT2810000

EU number
621-323-9
Chemical name
Cyanoginosin LA, 5-L-arginine-
Description

Microcystin-LR (MC-LR) is a toxin produced by fresh water cyanobacteria. It is the most toxic of the microcystins, tumor promoter, potent and selective inhibitor of protein phosphatase 2A (PP2A). Considered to be cell-impermeable with the exception of hepatocytes which take it up via an organic anion pump. Strong hepatotoxin.

InChl Key
ZYZCGGRZINLQBL-DABAWSACSA-N
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)CCCN=C(N)N)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)CCCN=C(N)N)/C=C/C(=C/[C@H](C)[C@H](CC2=CC=CC=C2)OC)/C
Solubility ( literature )

Soluble in DMSO , methanol , Ethanol.

 
Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
Open carefully.
Use the original container to store the product.
Keep the lid tightly closed.
Avoid exposing to strong direct light.
Other vendors may recommend higher temperatures for storage.
Retest time
3 Years
Disclaimer
For Research use only
Not for Human or Drug use
Not extracted from humans or animals
Refer to MSDS for further safety and handling instructions
Ingredient type
Fermentek product
Transport safety: class 6.1 PG I
Available since
Title
Deprecated CAS
Value
128657-50-1
Fermentek Product Category
Water safety
Cyanobacterial Toxins
Regulated toxin
Protein phosphatases Inhibitors
Cancer Related Compounds
Signal to sort
M

Quote for

Price
$100,000.00

Microcystin RR

Microcystin RR
Molecular Formula
C49H75N13O12
M.W.
1 037.60
CAS number
111755-37-4
MSDS
Source
Microcystis aeruginosa
Fermentek product Code
MRR-001
Brand/grade
For research
Appearance
White to green to blue powder
Purity by HPLC
≥98% ; refer to CoA for more data
Solubility test
Clear colorless to faint yellow solution at 1mg/ml of Methanol
Names and identifiers

Synonyms:

  • Cyanoviridin RR
  • Cyanoginosin RR

Chemical names:

  • Microcystin LA, 3-L-arginine-5-L-arginine-

IUPAC:

  • (5R,8S,11R,12S,15S,18S,19S,22R)-8,15-Bis(3-carbamimidamidopropyl)-18-[(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dien-1-yl]-1,5,12,19-tetramethyl-2-methylidene-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptaazacyclopentacosane-11,22-dicarboxylic acid

RTECS    GT3110000

EU number
621-470-9
Chemical name
Microcystin LA, 3-L-arginine-5-L-arginine
InChl Key
JIGDOBKZMULDHS-UUHBQKJESA-N
Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
Open carefully.
Use the original container to store the product.
Keep the lid tightly closed.
Avoid exposing to strong direct light.
Other vendors may recommend higher temperatures for storage.
Protect from moisture!
Retest time
3 Years
Disclaimer
For Research use only
Not for Human or Drug use
Not extracted from humans or animals
Refer to MSDS for further safety and handling instructions
Ingredient type
Fermentek product
Shipped at ambient temperature
Shipped in PP / PE bottle.
Available since
Title
depreciated CAS numbers
Value
847664-12-4
Fermentek Product Category
Water safety
Cyanobacterial Toxins
Regulated toxin
Signal to sort
M

Quote for

Price
$100,000.00

Cylindrospermopsin

Cylindrospermopsin
Molecular Formula
C15H21N5O7S
M.W.
415.40
CAS number
143545-90-8
MSDS
Source
Cyanobacterium: Cylindrospermopsis ovalisporum
Fermentek product Code
CYL
Brand/grade
For research
Appearance
White powder
Purity by HPLC
≥ 98% ; refer to CoA for more data
Purity By TLC
≥ 98% ; refer to CoA for more data
Crystallinity
Amorphous
Solubility test
Clear colorless solution at 1mg/ml of Methanol.
Names and identifiers

Synonyms:

  • Cylindrospermopsin
  • 6-[(R)-Hydroxy[(2aS,3R,4S,5aS,7R)-2,2a,3,4,5,5a,6,7-octahydro-3-methyl-4-(sulfooxy)-1H-1,8,8b-triazaacenaphthylen-7-yl]methyl]-2,4(1H,3H)-pyrimidinedione

 

Chemical names:

IUPAC:  (2aS,3R,4S,5aS,7R)-7-[(R)-(2,6-Dioxo-1,2,3,6-tetrahydro-4-pyrimidinyl)(hydroxy)methyl]-3-methyl-2,2a,3,4,5,5a,6,7-octahydro-1H-1,8,8b-triazaacenaphthylen-4-yl hydrogen sulfate

RTECS: UV9104310

 

 

EU number
802-929-4
Chemical name
Cylindrospermopsine
Description

Tricyclic alkaloid hepatotoxin from a cyanobacterium.

Cylindrospermopsin (abbreviated to CYN, or CYL) is a cyanotoxin produced by a variety of freshwater cyanobacteria. CYL is a polycyclic uracil derivative containing guanidino and sulfate groups. It is also zwitterionic, making it highly water soluble. CYL is toxic to liver and kidney tissue and is thought to inhibit protein synthesis and to covalently modify DNA and/or RNA.

It is not known whether cylindrospermopsin is a carcinogen, but it appears to have no tumour initiating activity in mice. (source: T3DB ) 

 

 

InChl Key
LHJPHMKIGRLKDR-VDPNAHCISA-N
Canonical SMILES
CC1C(CC2CC(NC3=NCC1N23)C(C4=CC(=O)NC(=O)N4)O)OS(=O)(=O)O
Isomeric SMILES
[C@@]12(C[C@@H]([C@@H]([C@@]3(N1C(N[C@](C2)([C@H](C4=CC(NC(N4)=O)=O)O)[H])=NC3)[H])C)OS(O)(=O)=O)[H]
Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
Protect from moisture
Open carefully.
Use the original container to store the product.
Keep the lid tightly closed.
Avoid exposing to strong direct light.
Other vendors may recommend higher temperatures for storage.
Retest time
3 Years
Disclaimer
For Research use only
Not for Human or Drug use
Not extracted from humans or animals
Refer to the SDS for further safety and handling instructions
Ingredient type
Fermentek product
Amber-glass vial
Shipped at ambient temperature
Available since
Title
safety sources
Value
Harmful Algae Blooms in Drinking Water: Removal of Cyanobacterial Cells and ... By Harold W. Walker
Title
safety sources
Value
WHO Guidelines for Drinking-water Quality - Cyanobacterial toxins: Cylindrospermopsin
Title
LD50 oral mouse
Value
6 mg/kg
Title
safety sources
Value
https://ntp.niehs.nih.gov/ntp/htdocs/chem_background/exsumpdf/cylindrospermopsin_508.pdf
Fermentek Product Category
Cyanobacterial Toxins
Research field: Cancer
Protein synthesis inhibitors
Cancer Related Compounds
Research Area: Stem Cells
Signal to sort
C
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