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Threonic Acid
Threonic acid is a sugar acid derived from threose. The -isomer is a metabolite of ascorbic acid (vitamin C). One study suggested that because -threonate inhibits DKK1 expression ''in vitro'', it may have potential in treatment of androgenic alopecia. References

Sugar acids Alpha hydroxy acids Triols {{organic-compound-stub ...
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Sugar Acid
A Sugar acid or acidic sugar is a monosaccharide with a carboxyl group at one end or both ends of its chain. Main classes of sugar acids include: * Aldonic acids, in which the aldehyde group (−CHO) located at the initial end ( position 1) of an aldose is oxidized. * Ulosonic acids, in which the −CH2(OH) group at the initial end of a 2- ketose is oxidized creating an α- ketoacid. * Uronic acids, in which the −CH2(OH) group at the terminal end of an aldose or ketose is oxidized. * Aldaric acids, in which both ends (−CHO and −CH2(OH)) of an aldose are oxidized. Examples Examples of sugar acids include: * Aldonic acids ** Glyceric acid (3C) ** Xylonic acid (5C) ** Gluconic acid (6C) ** Ascorbic acid (6C, unsaturated lactone) * Ulosonic acids ** Neuraminic acid (5-amino-3,5-dideoxy-D- ''glycero''-D- ''galacto''-non-2-ulosonic acid) ** Ketodeoxyoctulosonic acid (KDO or 3-deoxy-D- ''manno''-oct-2-ulosonic acid) * Uronic acids ** Glucuronic acid (6C) ** Galacturonic acid ( ...
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Threose
Threose is a four-carbon monosaccharide with molecular formula C4H8O4. It has a terminal aldehyde group rather than a ketone in its linear chain, and so is considered part of the aldose family of monosaccharides. The threose name can be used to refer to both the D- and L- stereoisomers, and more generally to the racemic mixture (D/L-, equal parts D- and L-) as well as to the more generic threose structure (absolute stereochemistry unspecified). The prefix "threo" which derives from threose (and "erythro" from a corresponding diastereomer erythrose) offer a useful way to describe general organic structures with adjacent chiral centers, where "the prefixes... designate the relative configuration of the centers".Formulas Using Other Configurational Notations
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Isomer
In chemistry, isomers are molecules or polyatomic ions with identical molecular formulae – that is, same number of atoms of each element – but distinct arrangements of atoms in space. Isomerism is existence or possibility of isomers. Isomers do not necessarily share similar chemical or physical properties. Two main forms of isomerism are structural or constitutional isomerism, in which ''bonds'' between the atoms differ; and stereoisomerism or spatial isomerism, in which the bonds are the same but the ''relative positions'' of the atoms differ. Isomeric relationships form a hierarchy. Two chemicals might be the same constitutional isomer, but upon deeper analysis be stereoisomers of each other. Two molecules that are the same stereoisomer as each other might be in different conformational forms or be different isotopologues. The depth of analysis depends on the field of study or the chemical and physical properties of interest. The English word "isomer" () is a back ...
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Metabolite
In biochemistry, a metabolite is an intermediate or end product of metabolism. The term is usually used for small molecules. Metabolites have various functions, including fuel, structure, signaling, stimulatory and inhibitory effects on enzymes, catalytic activity of their own (usually as a cofactor to an enzyme), defense, and interactions with other organisms (e.g. pigments, odorants, and pheromones). A primary metabolite is directly involved in normal "growth", development, and reproduction. Ethylene exemplifies a primary metabolite produced large-scale by industrial microbiology. A secondary metabolite is not directly involved in those processes, but usually has an important ecological function. Examples include antibiotics and pigments such as resins and terpenes etc. Some antibiotics use primary metabolites as precursors, such as actinomycin, which is created from the primary metabolite tryptophan. Some sugars are metabolites, such as fructose or glucose, which a ...
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Ascorbic Acid
Vitamin C (also known as ascorbic acid and ascorbate) is a water-soluble vitamin found in citrus and other fruits and vegetables, also sold as a dietary supplement and as a topical 'serum' ingredient to treat melasma (dark pigment spots) and wrinkles on the face. It is used to prevent and treat scurvy. Vitamin C is an essential nutrient involved in the repair of tissue, the formation of collagen, and the enzymatic production of certain neurotransmitters. It is required for the functioning of several enzymes and is important for immune system function. It also functions as an antioxidant. Most animals are able to synthesize their own vitamin C. However, apes (including humans) and monkeys (but not all primates), most bats, some rodents, and certain other animals must acquire it from dietary sources. There is some evidence that regular use of supplements may reduce the duration of the common cold, but it does not appear to prevent infection. It is unclear whether s ...
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DKK1
Dickkopf-related protein 1 is a protein that in humans is encoded by the ''DKK1'' gene. Function This gene encodes a protein that is a member of the dickkopf family. It is a secreted protein with two cysteine rich regions and is involved in embryonic development through its inhibition of the Wnt signaling pathway. Dickkopf WNT signaling pathway inhibitor 1 (Dkk1) is a protein-coding gene that acts from the anterior visceral endoderm. The dickkopf protein encoded by DKK1 is an antagonist of the Wnt/β-catenin signalling pathway that acts by isolating the LRP6 co-receptor so that it cannot aid in activating the WNT signaling pathway. DKK1 was also demonstrated to antagonize the Wnt/β-catenin pathway via a reduction in β-catenin and an increase in OCT4 expression. This inhibition plays a key role in heart, head and forelimb development during anterior morphogenesis of the embryo. Interactions DKK1 has been shown to interact with LRP6 and is a high affinity ligand of Kre ...
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Androgenic Alopecia
Pattern hair loss (also known as androgenetic alopecia (AGA)) is a hair loss condition that primarily affects the top and front of the scalp. In male-pattern hair loss (MPHL), the hair loss typically presents itself as either a receding front hairline, loss of hair on the crown (vertex) of the scalp, or a combination of both. Female-pattern hair loss (FPHL) typically presents as a diffuse thinning of the hair across the entire scalp. Male pattern hair loss seems to be due to a combination of oxidative stress, the microbiome of the scalp, genetics, and circulating androgens; particularly dihydrotestosterone (DHT). Men with early onset androgenic alopecia (before the age of 35) have been deemed as the male phenotypic equivalent for polycystic ovary syndrome (PCOS). As an early clinical expression of insulin resistance and metabolic syndrome, AGA is related to being an increased risk factor for cardiovascular diseases, glucose metabolism disorders, type 2 diabetes, and enlargement ...
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Sugar Acids
A Sugar acid or acidic sugar is a monosaccharide with a carboxyl group at one end or both ends of its chain. Main classes of sugar acids include: * Aldonic acids, in which the aldehyde group (−CHO) located at the initial end ( position 1) of an aldose is oxidized. * Ulosonic acids, in which the −CH2(OH) group at the initial end of a 2- ketose is oxidized creating an α- ketoacid. * Uronic acids, in which the −CH2(OH) group at the terminal end of an aldose or ketose is oxidized. * Aldaric acids, in which both ends (−CHO and −CH2(OH)) of an aldose are oxidized. Examples Examples of sugar acids include: * Aldonic acids ** Glyceric acid (3C) ** Xylonic acid (5C) ** Gluconic acid (6C) ** Ascorbic acid (6C, unsaturated lactone) * Ulosonic acids ** Neuraminic acid (5-amino-3,5-dideoxy-D- ''glycero''-D- ''galacto''-non-2-ulosonic acid) ** Ketodeoxyoctulosonic acid (KDO or 3-deoxy-D- ''manno''-oct-2-ulosonic acid) * Uronic acids ** Glucuronic acid (6C) ** Galacturonic acid (6C ...
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Alpha Hydroxy Acids
α-Hydroxy acids, or alpha hydroxy acids (AHAs), are a class of chemical compounds that consist of a carboxylic acid with a hydroxyl group substituent on the adjacent (alpha) carbon. Prominent examples are glycolic acid, lactic acid, mandelic acid and citric acid. Although these compounds are related to the ordinary carboxylic acids and are therefore weak acids, their chemical structure allows for the formation of an internal hydrogen bond between the hydrogen at the hydroxyl group and one of the oxygen atoms of the carboxylic group. The net effect is an increase in acidity. For example, the pKa of lactic acid is 3.86, while that of the unsubstituted propionic acid is 4.87; a full pKa unit difference means that lactic acid is ten times stronger than propionic acid. Industrial applications Feed additives 2-Hydroxy-4-(methylthio)butyric acid is produced commercially as a racemic mixture to substitute for methionine in animal feed. In nature, the same compound is an intermediate i ...
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