[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
Signal to sort
M

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

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
Signal to sort
M

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
Signal to sort
M