Hypoglycin

Hypoglycin

Chembox new
Name = Hypoglycin
ImageFile = Hypoglycin.svg
ImageName = Hypoglycin
IUPACName = L(S)-2-amino-3-(2-methylidenecyclopropyl)-
propanoic acid
OtherNames = Hypoglycin A, Hypoglycine,
2-Methylenecyclopropanylalanine
Section1 = Chembox Identifiers
SMILES = C=C1CC1CC(C(=O)O)N
CASNo = 156-56-9
RTECS =
Section2 = Chembox Properties
Formula = C7H11NO2
MolarMass = 141.17 g/mol
Appearance =
Density =
Solubility = ? g/100 ml (?°C)
MeltingPt = 282°C (555.15 K)
BoilingPt = (? K)
pKa =
pKb =
Viscosity =
Section3 = Chembox Structure
MolShape =
Coordination =
CrystalStruct =
Dipole =
Section7 = Chembox Hazards
ExternalMSDS =
MainHazards =
FlashPt =
RPhrases =
SPhrases =

Hypoglycin is a naturally occurring organic compound in the species "Blighia sapida". It is particularly concentrated in the fruit of the plant. Hypoglycin is toxic if ingested and is the causative agent of Jamaican Vomiting Sickness. It is an amino acid and chemically related to lysine. It competitively binds to enzymes used in the catabolism of lysine and is the reason why it and its metabolite MCPA (methylene cyclopropyl acetic acid) are toxic.

The metabolite MCPA also is a potent inhibitor of Acyl-CoA dehydrogenase, preventing the metabolism of fatty acids. The symptoms of ingestion Hypoglycin-A are intolerance to prolong fasting (due to inability to switch from glucose to fatty acid oxidation), impaired ketogensis, vomiting, lethargy, unconsciousness,coma death, and increased urinary excretion of dicarboxylic acid,due to omega oxidation that occurs in the ER.

References


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  • Hypoglycin B — Chembox new Name = Hypoglycin B ImageFile = Hypoglycin B.png ImageName = Hypoglycin B IUPACName = (2S) 2 amino 4 (1S) 1 carboxy 2 [(1S) 2 methylidenecyclopropyl] ethyl] carbamoyl] butanoic acid OtherNames = Hypoglycine B Section1 = Chembox… …   Wikipedia

  • hypoglycin — hy·po·gly·cin glīs ən n either of two substances from a tropical tree (Blighia sapida of the family Sapindaceae) of West Africa that induce hypoglycemia by inhibiting gluconeogenesis in the liver * * * hy·po·gly·cin (hi″po gliґsin) either… …   Medical dictionary

  • Ackee — taxobox name = Ackee image caption = Ackee fruit regnum = Plantae unranked divisio = Angiosperms unranked classis = Eudicots unranked ordo = Rosids ordo = Sapindales familia = Sapindaceae genus = Blighia species = B. sapida binomial = Blighia… …   Wikipedia

  • Jamaican vomiting sickness — is an acute illness caused by the toxin hypoglycin A, which is present in unripened fruit of the ackee tree. Hypoglycin A is present in the unripe arilli at levels of over 1000 ppm, which falls to less than 0.1 ppm in the fully ripened arilli.… …   Wikipedia

  • List of causes of hypoglycemia — This is a list of causes of hypoglycemia. Despite its length, it is not necessarily exhaustive, as new causes are reported regularly in the medical literature. In many individual instances of hypoglycemia, more than one contributing factor may be …   Wikipedia

  • Representative poisonous plants — ▪ Table Representative poisonous plants name and distribution toxic principle toxic effects and comments Plants poisonous to eat rosary pea, or jequirity bean (Abrus precatorius); tropical regions abrin (N methyltryptophan) and abric acid onset… …   Universalium

  • akee — or ack·ee ak .ē, a kē n the fruit of a tree (Blighia sapida of the family Sapindaceae) native to tropical West Africa but grown in the Caribbean area, Florida, and Hawaii for its white or yellowish fleshy aril which is edible when ripe but is… …   Medical dictionary

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