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Prodiginine
The prodiginines are a family of red tripyrrole dyestuffs produced by Gammaproteobacteria (e.g. ''Serratia marcescens'') as well as some Actinomycetota (e.g. ''Streptomyces coelicolor''). The group is named after prodigiosin (prodiginine) and is biosynthesized through a common set of enzymes. They are interesting due to their history and their varied biological activity. Structural types Prodigiosin colour.svg, Prodigiosin Cycloprodigiosin.svg, Cycloprodigiosin Cyclononylprodigiosin.svg, Cyclononylprodigiosin Undecylprodigiosin coloured.svg, Undecylprodigiosin Butyl-meta-cycloheptylprodiginine.svg, Butyl-meta-cycloheptylprodiginine Natural sources The prodiginines are secondary metabolites originally noted in ''Serratia'' species, especially ''Serratia marcescens''. They are also found in Actinomycetes, for example ''Streptomyces coelicolor'' and some marine bacteria, including '' Hahella chejuensis'' and ''Pseudoalteromonas denitrificans''. Cyclononylprodigiosin was isolated ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Prodigiosin
Prodigiosin is the red dyestuff produced by many strains of the bacterium ''Serratia marcescens'', as well as other Gram-negative, gamma proteobacteria such as ''Vibrio psychroerythrus'' and ''Hahella chejuensis''. It is responsible for the pink tint occasionally found in grime that accumulates on porcelain surfaces such as bathtubs, sinks, and toilet bowls. It is in the prodiginines family of compounds which are produced in some Gram-negative gamma proteobacteria, as well as select Gram-positive Actinobacteria (e.g. ''Streptomyces coelicolor''). The name ''prodigiosin'' is derived from ''wikt:prodigious, prodigious'' (''i.e.'' something marvelous). Secondary metabolite Prodigiosin is a secondary metabolite of ''Serratia marcescens''. Because it is easy to detect, it has been used as a model system to study secondary metabolism. Prodigiosin production has long been known to be enhanced by phosphate limitation. In low phosphate conditions, pigmented strains have been shown to g ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Prodigiosin
Prodigiosin is the red dyestuff produced by many strains of the bacterium ''Serratia marcescens'', as well as other Gram-negative, gamma proteobacteria such as ''Vibrio psychroerythrus'' and ''Hahella chejuensis''. It is responsible for the pink tint occasionally found in grime that accumulates on porcelain surfaces such as bathtubs, sinks, and toilet bowls. It is in the prodiginines family of compounds which are produced in some Gram-negative gamma proteobacteria, as well as select Gram-positive Actinobacteria (e.g. ''Streptomyces coelicolor''). The name ''prodigiosin'' is derived from ''wikt:prodigious, prodigious'' (''i.e.'' something marvelous). Secondary metabolite Prodigiosin is a secondary metabolite of ''Serratia marcescens''. Because it is easy to detect, it has been used as a model system to study secondary metabolism. Prodigiosin production has long been known to be enhanced by phosphate limitation. In low phosphate conditions, pigmented strains have been shown to g ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Tambjamine
Tambjamines are a group of natural products that are structurally related to the prodiginines. They are enamine derivatives of 4-methoxy-2,2'-bipyrrole-5-carboxaldehyde (MBC). Chemical structure Tambjamines are composed of two pyrrole rings with an enamine moiety at C-5 and a methoxy group at C-4: the majority have short alkyl chains connected to the enamine nitrogen. This group of alkaloids have been isolated from marine invertebrates and bacteria (both marine and terrestrial). Tambjamine A.png, Tambjamine A Tambjamine B.png, Tambjamine B Tambjamine C.png, Tambjamine C Tambjamine E.png, Tambjamine E Tambjamine K.png, Tambjamine K Marine sources and ecological roles The large nudibranch '' Roboastra tigris'' is a known predator of '' Tambja eliora'' and '' Tambja abdere'', two species of smaller nudibranchs. The chemical extracts of all three nudibranch species contain tambjamines, which were traced to ''Sessibugula translucens'', a food source of the two prey species. It is h ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Tambjamine Aldehyde
Tambjamines are a group of natural products that are structurally related to the prodiginines. They are enamine derivatives of 4-methoxy-2,2'-bipyrrole-5-carboxaldehyde (MBC). Chemical structure Tambjamines are composed of two pyrrole rings with an enamine moiety at C-5 and a methoxy group at C-4: the majority have short alkyl chains connected to the enamine nitrogen. This group of alkaloids have been isolated from marine invertebrates and bacteria (both marine and terrestrial). Tambjamine A.png, Tambjamine A Tambjamine B.png, Tambjamine B Tambjamine C.png, Tambjamine C Tambjamine E.png, Tambjamine E Tambjamine K.png, Tambjamine K Marine sources and ecological roles The large nudibranch '' Roboastra tigris'' is a known predator of '' Tambja eliora'' and '' Tambja abdere'', two species of smaller nudibranchs. The chemical extracts of all three nudibranch species contain tambjamines, which were traced to ''Sessibugula translucens'', a food source of the two prey species. It is h ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Prodiginine Biosynthesis
The prodiginines are a family of red tripyrrole dyestuffs produced by Gammaproteobacteria (e.g. ''Serratia marcescens'') as well as some Actinomycetota (e.g. ''Streptomyces coelicolor''). The group is named after prodigiosin (prodiginine) and is biosynthesized through a common set of enzymes. They are interesting due to their history and their varied biological activity. Structural types Prodigiosin colour.svg, Prodigiosin Cycloprodigiosin.svg, Cycloprodigiosin Cyclononylprodigiosin.svg, Cyclononylprodigiosin Undecylprodigiosin coloured.svg, Undecylprodigiosin Butyl-meta-cycloheptylprodiginine.svg, Butyl-meta-cycloheptylprodiginine Natural sources The prodiginines are secondary metabolites originally noted in ''Serratia'' species, especially ''Serratia marcescens''. They are also found in Actinomycetes, for example ''Streptomyces coelicolor'' and some marine bacteria, including '' Hahella chejuensis'' and ''Pseudoalteromonas denitrificans''. Cyclononylprodigiosin was isolated ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Pyrroles
Pyrrole is a heterocyclic aromatic organic compound, a five-membered ring with the formula C4 H4 NH. It is a colorless volatile liquid that darkens readily upon exposure to air. Substituted derivatives are also called pyrroles, e.g., ''N''-methylpyrrole, C4H4NCH3. Porphobilinogen, a trisubstituted pyrrole, is the biosynthetic precursor to many natural products such as heme. Pyrroles are components of more complex macrocycles, including the porphyrinogens and products derived therefrom, including porphyrins of heme, the chlorins, bacteriochlorins, and chlorophylls. Properties Pyrrole is a colorless volatile liquid that darkens readily upon exposure to air, and is usually purified by distillation immediately before use. Pyrrole has a nutty odor. Pyrrole is a 5-membered aromatic heterocycle, like furan and thiophene. Unlike furan and thiophene, it has a dipole in which the positive end lies on the side of the heteroatom, with a dipole moment of 1.58 D. In CDCl3, it has chemi ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Undecylprodigiosin
Undecylprodigiosin is an alkaloid produced by some Actinomycetes bacteria. It is a member of the prodiginines group of natural products and has been investigated for potential antimalarial activity. Natural sources Undecylprodigiosin is a secondary metabolite found in some Actinomycetes, for example ''Actinomadura madurae'', ''Streptomyces coelicolor'' and '' Streptomyces longisporus''. Production Biosynthesis The biosynthesis of undecylprodigiosin starts with PCP apoprotein which is transformed into the holoprotein using acetyl CoA and PPtase then adenylation occurs utilizing L-proline and ATP. The resulting molecule is then oxidized by dehydrogenase enzyme. Elongation by decarboxylative condensation with malonyl CoA is followed by another decarboxylative condensation with L-serine using α-oxamine synthase (OAS) domain. The compound is then cyclized, oxidized with dehydrogenase and methylated with SAM to give 4-methoxy-2,2′-bipyrrole-5-carboxaldehyde (MBC) intermediate ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Pyrrole
Pyrrole is a heterocyclic aromatic organic compound, a five-membered ring with the formula C4 H4 NH. It is a colorless volatile liquid that darkens readily upon exposure to air. Substituted derivatives are also called pyrroles, e.g., ''N''-methylpyrrole, C4H4NCH3. Porphobilinogen, a trisubstituted pyrrole, is the biosynthetic precursor to many natural products such as heme. Pyrroles are components of more complex macrocycles, including the porphyrinogens and products derived therefrom, including porphyrins of heme, the chlorins, bacteriochlorins, and chlorophylls. Properties Pyrrole is a colorless volatile liquid that darkens readily upon exposure to air, and is usually purified by distillation immediately before use. Pyrrole has a nutty odor. Pyrrole is a 5-membered aromatic heterocycle, like furan and thiophene. Unlike furan and thiophene, it has a dipole in which the positive end lies on the side of the heteroatom, with a dipole moment of 1.58 D. In CDCl3, it has ch ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Bloody Bread - Serratia Marcescens In Action
''Bloody'', as an adjective or adverb, is a commonly used expletive attributive in British English, Australian English, Irish English, Indian English and a number of other Commonwealth nations. It has been used as an intensive since at least the 1670s. Considered respectable until about 1750, it was heavily tabooed during c. 1750–1920, considered equivalent to heavily obscene or profane speech. Public use continued to be seen as controversial until the 1960s, but since then, the word has become a comparatively mild expletive or intensifier. In American English, the word is used almost exclusively in its literal sense and is seen by American audiences as a stereotypical marker of British English, without any significant obscene or profane connotation. Canadian English usage is similar to American English, but use as an expletive adverb may be considered slightly vulgar depending on the circumstances. Origin Use of the adjective ''bloody'' as a profane intensifier preda ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Actinomadura
The genus ''Actinomadura'' is one of four genera of Actinomycetota that belong to the family Thermomonosporaceae. It contains aerobic, Gram-positive, non-acid-fast, non-motile, chemo-organotrophic actinomycetes that produce well-developed, non-fragmenting vegetative mycelia and aerial hyphae that differentiate into surface-ornamented spore chains. These chains are of various lengths and can be straight, hooked or spiral. The genus currently comprises over 70 species with validly published names with standing in nomenclature, although the species status of some strains remains uncertain, and further comparative studies are needed. Members of the genus are not characterized chemotaxonomy, chemotaxonomically by type III/B cell walls (meso-diaminopimelic acid and madurose are present) with peptidoglycan structures of the acetyl type. The predominant menaquinone types are MK-9(H4), MK-9(H6) and MK-9(H8). The phospholipid pattern is PI (diphosphatidylglycerol and phosphatidylinositol ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Total Synthesis
Total synthesis is the complete chemical synthesis of a complex molecule, often a natural product, from simple, commercially-available precursors. It usually refers to a process not involving the aid of biological processes, which distinguishes it from semisynthesis. Syntheses may sometimes conclude at a precursor with further known synthetic pathways to a target molecule, in which case it is known as a formal synthesis. Total synthesis target molecules can be natural products, medicinally-important active ingredients, known intermediates, or molecules of theoretical interest. Total synthesis targets can also be organometallic or inorganic, though these are rarely encountered. Total synthesis projects often require a wide diversity of reactions and reagents, and subsequently requires broad chemical knowledge and training to be successful. Often, the aim is to discover a new route of synthesis for a target molecule for which there already exist known routes. Sometimes, however, no ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Condensation Reaction
In organic chemistry, a condensation reaction is a type of chemical reaction in which two molecules are combined to form a single molecule, usually with the loss of a small molecule such as water. If water is lost, the reaction is also known as a dehydration synthesis. However other molecules can also be lost, such as ammonia, ethanol, acetic acid and hydrogen sulfide. The addition of the two molecules typically proceeds in a step-wise fashion to the addition product, usually in equilibrium, and with loss of a water molecule (hence the name condensation). The reaction may otherwise involve the functional groups of the molecule, and is a versatile class of reactions that can occur in acidic or basic conditions or in the presence of a catalyst. This class of reactions is a vital part of life as it is essential to the formation of peptide bonds between amino acids and to the biosynthesis of fatty acids. Many variations of condensation reactions exist. Common examples include the ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
