(S)-Higenamine hydrobromide, an S-enantiomer of Higenamine, serves as the preliminary compound in benzylisoquinoline alkaloid biosynthesis. It is formed through the condensation of dopamine and 4-hydroxyphenylacetaldehyde (4-HPAA) via norcoclaurine synthase (NCS)[1].
Sphingosine (d16:1), an unconventional sphingolipid, is synthesized through enzymatic reactions starting with the condensation of myristoyl-CoA and serine by serine palmitoyltransferase long-chain base subunit 3 (SPTLC3), which shows a preference for myristoyl-CoA. This compound is found in minute quantities in its free form in human plasma and as a component of various plasma sphingolipids, such as sphingosine-1-phosphate, ceramides, sphingomyelins, and in brain cerebrosides, albeit at lower concentrations than the more common d18:1 sphingoid base. Sphingosine (d16:1) acts as an inhibitor of PKC in mixed micelle assays and diminishes superoxide production triggered by phorbol 12-myristate 13-acetate in isolated human neutrophils, as well as inhibiting the growth of CHO cells with IC50 values of 1 and 3.2 µM, respectively. Additionally, the concentration of sphingolipids containing sphingosine (d16:1) in the plasma is linked to the dietary consumption of saturated fatty acids and protein among ethnic Chinese populations.
3-Keto Sphinganine (d12:0) is a short-chain analog of 3-keto sphinganine (d18:0), which typically possesses a C18 chain length. The latter is a lyso-sphingolipid synthesized through the condensation of L-serine and palmitoyl-CoA mediated by the enzyme serine palmitoyl transferase (SPT). A deficiency in Vitamin K deactivates SPT, leading to a reduced synthesis of 3-keto sphinganine among other sphingolipids. [Matreya, LLC. Catalog No. 1893]
5-PAHSA, a FAHFA formed through the formal condensation of the carboxy group of palmitic acid with the hydroxy group of 5-hydroxystearic acid, serves as a human metabolite, possesses anti-inflammatory and hypoglycemic properties, and is categorized as a long-chain fatty acid. This compound, deriving from hexadecanoic acid and octadecanoic acid, is the conjugate acid of a 5-PAHSA(1-).
Tryptoquivaline D is a fungal metabolite that has been found inNeosartorya siamensisand has anticancer activity.1,2It induces nuclear chromatin condensation, a marker of apoptosis, in HCT116 colon and HepG2 liver cancer cells when used at a concentration of 150 μM.1Tryptoquivaline D (1-100 μM), alone or in combination with doxorubicin , reduces the viability of A549 lung cancer cells.2
γ-Glu-Cys is an intermediate in glutathione (GSH) synthesis.1It is formed by ATP-dependent condensation of cysteine and glutamate by γ-glutamylcysteine synthetase. γ-Glu-Cys is also an essential component of phytochelatins, the heavy metal detoxifying enzymes in plants.2
Cholesteryl heptadecanoate is a cholesterol ester (CE) formed by the condensation of cholesterol with heptadecanoic acid, a C-17 saturated fatty acid that does not occur in any natural animal or vegetable fat at high concentrations. As such, it is commonly used as an internal standard for the quantification of cholesterol esters by GC- or LC-mass spectrometry. CEs are major constituents of lipoprotein particles carried in blood and accumulate in the fatty acid lesions of atherosclerotic plaques. CEs of various fatty acids are major constituents of murine and human adrenal glands.
Cyclazosin Free Base is a monocarboxylic acid amide obtained by formal condensation of the carboxy group of furoic acid with the secondary amino group of 6,7-dimethoxy-2-[(4aR,8aS)-octahydroquinoxalin-1-yl]quinazolin-4-amine. It has a role as an adenosine A2A receptor antagonist. It is a member of quinazolines, a member of furans, an aromatic ether, a quinoxaline derivative, an aromatic amide and a monocarboxylic acid amide.
1,1'-(Azodicarbonyl)dipiperidine (ADDP) serves as a widely employed reagent in the Mitsunobu reaction, facilitating the condensation between an alcohol and an acidic compound. Moreover, ADDP has found application in synthesizing agonists for the G protein-coupled receptor 120 (GPR120) with potential antidiabetic effects as well as in the creation of triple agonists for peroxisome proliferator-activated receptor α (PPARα), PPARγ, and PPARδ.