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- Phytic Acid -


General Information:

Names:
Wikipedia entry:
Dr. Ray Shahelien entry: 

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Observations:

Phytic Acid (myo-inositol hexakisphosphate, IP6, InsP6)

 (phytic acid)

A Dr. McLachlan published a paper in the June 1991 issue of the Lancet describing research where AD patients where given the iron/aluminum chelator desferrioxamine.  It was originally theorized that aluminum played a part in AD, and the study was meant to confirm this.  However, later a J.S. Richardson published a paper disputing the aluminum theory and suggesting rather that excess iron was the real culprit.  The interesting thing is that AD in the patients administered desferrioxamine in the McLachlan tests, did not advance.  In fact, some reviewers of this report state that desferrioxamine effectively arrested Alzheimer's disease.

Put the McLachlan study together with the following...

This quote from Inhibition of iron-catalysed hydroxyl radical formation by inositol polyphosphates: a possible physiological function for myo-inositol hexakisphosphate by Phillip T. HAWKINS (and others) Biochem.. J. (U.K) 1993 tells most of the story...

"Some idea of the relative affinity of InsP6 for Fe3+ was deduced by competition experiments measuring the decolorization of FeCl3/catechol complexes (see the Materials and methods section).  Any compound that is able to compete with catechol for Fe3+ in the same concentration range as the Fe'+-catechol complex (0.25 mM in this case) must have an affinity for Fe3+ that is of a similar order to, or greater than, that of catechol (the K1 for which is approx. 10-20; Martell and Smith, 1982). The data (Figure 2) show that InsP6, EDTA and Desferral all fall into this category; the greater potency of InsP6 compared with the other two chelators is presumably because InsP6 has multiple phosphates which are capable of chelating Fe3+ with high affinity (i.e. more than one Fe3+ can be bound per InsP6; Graf et al., 1987)."

If IP6 has a greater affinity for iron than desferrioxamine (desferral), then it seems highly likely that IP6 supplements would have a similar effect on AD.

IP6 is sold in healthfood stores as a "immune system enhancement" for those afflicted with cancer.  Some brands also contain pure myo-inositol (without the phosphates).  This compound, pure myo-inositol, even though it is an isomer of scyllo-inositol, has not shown a positive effect on AD symptoms.

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Known sources:


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Natural sources:


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References:


Phytic Acid (IP6):
    Phytic acid (myo-inositol hexakisphosphate, IP6, IP-6, Insp6, inositol, phytic acid, phytate,
    myo-inositol hexaphosphate
)

    See also: Iron,
Inositol, Soy

PHYTIC ACID
http://www.chemindustry.com/apps/chemicals

Phytic Acid

"Complexing agent for removal of traces of heavy metal ions. It acts also as a hypocalcemic agent."
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=890

Inhibition of iron-catalysed hydroxyl radical formation by inositol
polyphosphates: a possible physiological function for myo-inositol
hexakisphosphate

Phillip T. HAWKINS, David R. POYNER,* Trevor R. JACKSON, Andrew J.
LETCHER, David A. LANDER and Robin F. IRVINEt
Department of Biochemistry, AFRC Institute of Animal Physiology and
Genetics Research, Babraham, Cambridge CB2 4AT, U.K.

"In 1984, Graf et al. showed that InsP. was a particularly effective inhibitor of iron-catalysed hydroxyl radical (OH') formation, and suggested that it might make a useful food additive (Graf et al., 1984, 1987; Graf and Eaton, 1990)."

"Some idea of the relative affinity of InsP6 for Fe3+ was deduced by competition experiments measuring the decolorization of FeCl3/catechol complexes (see the Materials and methods section).
Any compound that is able to compete with catechol for Fe3+ in the same concentration range as the Fe'+-catechol complex (0.25 mM in this case) must have an affinity for Fe3+
that is of a similar order to, or greater than, that of catechol (the K1 for which is approx. 10-20; Martell and Smith, 1982). The data (Figure 2) show that InsP6, EDTA and Desferral all fall into this category; the greater potency of InsP6 compared with the other
two chelators is presumably because InsPJ has multiple phosphates which are capable of chelating Fe3+ with high affinity (i.e. more than one Fe3+ can be bound per InsP6; Graf et al.,
1987)."
http://www.biochemj.org/bj/294/0929/2940929.pdf

"The overall objective of this study is to determine the therapeutic effect of phytic acid in preventing the neurodegeneration of 1-methyl-4-phenyl-1,2,3,6-tetrahydropryidine (MPTP)-induced Parkinson’s Disease (PD)."
 
co-enzyme Q10
phytic acid
phytic acid containing soy protein
 
"Iron chelation via either transgenic expression of the iron-binding protein ferritin or oral administration of the metal chelator clioquinol (CQ) reduced the susceptibility to the MPTP for inducing PD, suggesting that iron chelation may also be an effective therapy for prevention and treatment of the disease (Kaur et al, 2003)."
 
"Phytic acid (myo-inositol hexakiphosphate) is a food component that is considered an antinutrient by virtue of its ability to chelate divalent minerals and prevent their absorption (Reddy et al, 1996).  Its unique chelating action with iron provides phytic acid with antioxidant characteristics."
 
"We would like to test this hypothesis at therapeutic doses based on the cancer prevention rat studies (Ullah et al, 1990) and human studies to treat idiopathic hypercalcuria (Henneman et al, 1958) with phytic acid."
http://www.cdfin.iastate.edu/update/research/project5.htm

IP6: Inositol Hexaphosphate
 
Other common name(s): IP6, IP-6, Insp6, inositol, phytic acid, phytate, myo-inositol hexaphosphate,
                      myo-inositol hexakisphosphate
 
http://www.cancer.org/docroot/ETO/content/ETO_5_3X_Inositol_Hexaphosphate.asp?sitearea=ETO

Method of treatment of Alzheimer's disease using phytic acid
United States Patent 4847082
Inventors:       Sabin, Robert;
Application Number:     177690
Filing Date:     1988-04-05
Publication Date:     1989-07-11

"Abstract:     A method is provided for treating Alzheimer's Disease by administering to a subject an effective symptom-alleviating amount of a compound selected from the group consisting of phytic acid, phytate salt, an isomer or hydrolysate of phytic acid or phytate salt, or a mixture of any combination thereof. The preferred method of administration is by oral dosages of about 1/2 to 3 grams/kilogram bodyweight per day."
http://www.freepatentsonline.com/4847082.html

Myo-Inositol
 
"The major dietary forms of myo-inositol are inositol hexaphosphate or phytic acid, which is widely found in cereals and legumes and associated with dietary fiber, and myo-inositol-containing phospholipids from animal and plant sources."
 
phytic acid
 
"Myo-inositol has not demonstrated the same promise in Alzheimer's disease, autism, schizophrenia and electroconvulsive therapy-induced memory impairment." [...as
scyllo-inositol]
http://www.pdrhealth.com/drug_info/nmdrugprofiles/nutsupdrugs/myo_0145.shtml

"Whole meal cereals and other seeds have in their shells phytic acid which strongly binds to minerals like calcium,
iron, zinc and magnesium to form insoluble salts, phytates [1, 3-7]. It is well known that whole meal cereals by this mechanism decrease the absorption of such minerals [1, 3-7]. There is apparently no adaptation to a habitual high intake of phytic acid [8] which is an important contributing cause of iron deficiency in third world countries and possibly
in the western world [9]. It is also an important cause of mineral deficiency in vegetarians [10-12]. The most commonly studied minerals are bound to phytic acid possibly in the following decreasing order: calcium > iron > zinc > magnesium (Fredlund K, personal communication)."
http://paleodiet.com/phytic.txt

Can Humans Live Longer?: What we can learn about anti-aging from mynah birds, fruit flies and leeches
by Bill Sardi
 
"Consumption of tea extracts, which bind iron and inhibit its absorption, has been found to inhibit the age-related accumulation of iron and prolong life in the fruit fly by as much as 21 percent."
 
"Green tea will reduce iron absorption even further, by 62 percent."
 
"The diet also provides some potent iron binders. Iron-binding pigments found in berries, coffee, green tea, pine bark, onions and the rind of citrus fruits, and phytic acid (a component of whole grains and seeds such as sesame and rice bran) bind to iron and other minerals in the gastric tract and help to limit iron availability."
 
"Nature's most potent rust remover is phytic acid, commonly found in whole grains, seeds and nuts. Phytic acid – also called inositol hexaphosphate, or IP6 – is comprised of six phosphorus molecules and one molecule of inositol. IP6 is provided as a food supplement extracted from rice bran (Tsuno Foods & Rice Co., Wakayama, Japan). "
 
[Interesting site with some practical strategies for iron removal.]
http://www.lewrockwell.com/orig/sardi10.html
See also:  http://www.knowledgeofhealth.com/  (Bill Sardi's web site. Author of the book "The Iron Time Bomb")
 
Pytic acid consumption can lead to zinc deficiency.
http://www.britannica.com/eb/article-247867
 
III-B-4. Phytic Acid in legumes and whole grains rich in wheat bran and flaxseed principle means plants store phosphate binds minerals, especially calcium and iron mineral chelation may reduce free radicals can reduce calcium absorption from the gut reduces starch digestion (lowers blood glucose) iron-binding effect slows cancer growth
http://www.benbest.com/nutrceut/phytochemicals.html


The plant phosphoinositide system
http://www.pubmedcentral.gov/picrender.fcgi?artid=1131942&blobtype=pdf

Generation of phytate-free seeds in Arabidopsis through disruption of
inositol polyphosphate kinases

Jill Stevenson-Paulik *, Robert J. Bastidas *, Shean-Tai Chiou *, Roy A.
Frye , and John D. York *,

*Department of Pharmacology and Cancer Biology, Howard Hughes Medical
Institute, Duke University Medical Center, Durham, NC 27710; and
Department of Pathology, Pittsburgh Veterans Administration Medical
Center, Pittsburgh, PA 15240

Edited by Solomon H. Snyder, Johns Hopkins University School of Medicine,
Baltimore, MD, and approved July 12, 2005 (received for review May 19,
2005)

Abstract

"Phytate (inositol hexakisphosphate, IP6) is a regulator of intracellular
signaling, a highly abundant animal antinutrient, and a phosphate store in
plant seeds. Here, we report a requirement for inositol polyphosphate
kinases, AtIPK1 and AtIPK2, for the later steps of phytate synthesis in
Arabidopsis thaliana. Coincident disruption of these kinases nearly
ablates seed phytate without accumulation of phytate precursors, increases
seed-free phosphate by 10-fold, and has normal seed yield. Additionally,
we find a requirement for inositol tetrakisphosphate (IP4)/inositol
pentakisphosphate (IP5) 2-kinase activity in phosphate sensing and root
hair elongation. Our results define a commercially viable strategy for the
genetic engineering of phytate-free grain and provide insights into the
role of inositol polyphosphate kinases in phosphate signaling biology."

[While some researchers are proving that IP6 is beneficial, and
agrabusiness is trying to get rid of the stuff!]
http://www.pnas.org/cgi/content/full/102/35/12612

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Inositols:

   
myo-inositol: inositol hexaphosphate or phytic acid
                  (CAS RN: 87-89-8)

    scyllo-inositol (scyllitol, cocositol, quercinitol,
       1,3,5/2,4,6-Hexahydroxycyclohexane
,CAS RN: 488-59-5
       Mol. Formula: C6H12O6
)

    See also Phytic Acid

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Inositol Isomers

Inositol

"An isomer of glucose that has traditionally been considered to be a B vitamin although it has an uncertain status as a vitamin and a deficiency syndrome has not been identified in man. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1379) Inositol phospholipids are important in signal transduction."
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=892

[Diagrams of the various isomers of cyclohexanehexol (a.k.a. inositol)]

"Myo-inositol is a crystalline compound with a sweet taste which was first isolated by Scherer in 1849. While the complete structure was disclosed by Dangschat and Posternakt in the late 1930s, the first total synthesis was already published in 1915 by Wieland and Wishart [1]."
http://www.biosynth.com/index.asp?topic_id=225&g=19&m=276
 
Molecule links Down syndrome to Alzheimer's
 
"Researchers from the Institute of Psychiatry at King's College London have identified a molecule that could be targeted to treat the cognitive impairment in people with Down syndrome. The study, published in Archives of General Psychiatry found that people with Down syndrome have higher levels of myo-inositol in their brains than people without the condition, and that increased levels of this molecule are associated with reduced intellectual ability."
http://www.kcl.ac.uk/phpnews/wmview.php?ArtID=1059

"Natural sources of inositol include wheat germ, brewers yeast, bananas, liver, brown rice, oak flakes, nuts, unrefined molasses, vegetables, and raisins. Available naturally from plant and animal sources, the plant form of inositol is combined with six phosphates and is known as the "anti-nutrient" phytic acid. In plants, phytic acid binds with minerals, such as iron and calcium, and interferes with their absorption. Mammals, including humans, can also biosynthesize inositol from glucose and patients with diabetes mellitus, chronic kidney failure, and multiple sclerosis (MS), exhibit impaired production."
http://www.mic-d.com/gallery/polarized/inisitol.html


Galactosylononitol and Stachyose Synthesis in Seeds of Adzuki Bean1
Purification and Characterization of Stachyose Synthase
Thomas Peterbauer and Andreas Richter*

"Plant Material and Chemicals
Seeds from adzuki bean (Vigna angularis [Willd.] Ohwi & Ohashi) were obtained from a local market. Galactinol was purified from leaves of sage (Salvia officinalis) as previously described (Kuo, 1992). Ononitol and galactosylononitol were isolated from seeds of V. angularis as previously described (Richter et al., 1997). Further substrates (d-pinitol, sequoyitol, d- and l-bornesitol, l-quebrachitol, 1-O-methyl-scyllo-inositol, d- and l-chiro-inositol, d-1-O-methyl-muco-inositol, and muco-inositol) were isolated and purified as previously described (Wanek and Richter, 1995). All other chemicals were obtained from commercial sources and were of the highest purity
available."
http://www.pubmedcentral.com/articlerender.fcgi?artid=34999


GENERAL DESCRIPTION OF INOSITOL
 
"Inositol ,chemically hexahydroxycylohexane, is any of nine stereoisomeric alcohols that closely resemble glucose in structure. It is a constituent of many cell phosphoglycerides. Meso- or myoinositol, named for its presence in muscle tissue, is biologically the important isomer. Myo-Inositol is the precursor in the phosphatidylinositol cycle, a source of two second messengers (diacylglycerol  and inositol triphosphate). Inositols and their phosphates lack a hydrolytically labile glycosidic linkage and are stable to degradative enzymes in vivo. They have been used in the stable insulin mediators, inhibitors, and modulators. It is known that Inositols are effective in relieving symptoms of depression. Though inositols are not regarded as an essential nutrient in humans, they are sometimes classified as a member of the vitamin B complex (thiamine, riboflavin, niacin, pantothenic acid, biotin, pyridoxine, folic acid, inositol, and vitamin B12). Inositol is essential for the growth of some yeasts and fungi."
http://www.chemicalland21.com/arokorhi/lifescience/foco/CALCIUM%20PHYTATE.htm
http://www.chemicalland21.com/arokorhi/lifescience/foco/PHYTIC%20ACID.htm
http://www.chemicalland21.com/arokorhi/lifescience/foco/INOSITIOL.htm

Clinical implications
Some preliminary results of studies on inositol supplements show promising results for people suffering from problems such as bulimia, panic disorder and bipolar depression.

Inositol has been found in double-blind studies to be an effective treatment for obsessive-compulsive disorder (OCD). It is equal in effectiveness to SSRI's and is virtually free from side effects [1].

[edit]Illicit uses
Inositol powder can be used in small proportions to cut Cocaine HCL or Methamphetamine (Crystal Meth). It has an almost identical appearance when in powder form and portrays similar qualities when heated. This, in addition to the fact that it adds almost no discernable taste or feel to either drug regardless the method of use, makes it an ideal cutting agent. Cutting either drug at any point in the distribution increases volume of the street product and increases dealer profits. However, at higher cut levels the inositol becomes somewhat noticable in that the quality of the product is obviously diminished.
[edit]
http://www.tscholars.com/encyclopedia/Inositol
http://en.wikipedia.org/wiki/Inositol


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