L-Arginine-tert-butyl ester dihydrochloride
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L-Arginine-tert-butyl ester dihydrochloride

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L-Arginine tert-butyl ester is a protected form of L-Arginine. L-Arginine is a conditionally essential amino acid for humans and adult mammals as its requirements exceed production during certain developmental stages in life (such as pregnancy). L-Arginine also prevents blood toxicity from intravenous amino acid administration in humans.

Category
L-Amino Acids
Catalog number
BAT-003961
CAS number
87459-72-1
Molecular Formula
C10H22N4O2·2HCl
Molecular Weight
303.30
L-Arginine-tert-butyl ester dihydrochloride
IUPAC Name
tert-butyl (2S)-2-amino-5-(diaminomethylideneamino)pentanoate;dihydrochloride
Synonyms
L-Arg-OtBu 2HCl; H-Arg-OtBu 2HCl; L-Arginine t-butyl ester dihydrochloride
Appearance
White to off-white solid
Purity
≥ 98% (TLC)
Storage
Store at -20 °C
InChI
InChI=1S/C10H22N4O2.2ClH/c1-10(2,3)16-8(15)7(11)5-4-6-14-9(12)13;;/h7H,4-6,11H2,1-3H3,(H4,12,13,14);2*1H/t7-;;/m0../s1
InChI Key
QTFOKKSRMYGTQT-KLXURFKVSA-N
Canonical SMILES
CC(C)(C)OC(=O)C(CCCN=C(N)N)N.Cl.Cl
1. Ecological and evolutionary diversification of sulphated polysaccharides in diverse photosynthetic lineages: A review
Wei-Kang Lee, Chai-Ling Ho Carbohydr Polym. 2022 Feb 1;277:118764. doi: 10.1016/j.carbpol.2021.118764. Epub 2021 Oct 16.
Sulphated polysaccharides (SPs) are carbohydrate macromolecules with sulphate esters that are found among marine algae, seagrasses, mangroves and some terrestrial plants. The sulphate concentration in the ocean (28 mM) since ancient time could have driven the production of SPs in marine algae. SPs have a gelatinous property that can protect marine algae against desiccation and salinity stress. Agar and carrageenan are red algal SPs that are widely used as gelling agents in the food and pharmaceutical industries. The information on the SPs from freshwater and land plants are limited. In this review, we reviewed the taxonomic distribution and composition of SPs in different photosynthetic lineages, and explored the association of SP production in these diversified photosynthetic organisms with evolution history and environmental stresses. We also reviewed the genes/proteins involved in SP biosynthesis. Insights into SP biosynthetic machinery may shed light on the evolution that accompanied adaptation to life on earth.
2. Sulfation pathways from red to green
Süleyman Günal, Rebecca Hardman, Stanislav Kopriva, Jonathan Wolf Mueller J Biol Chem. 2019 Aug 16;294(33):12293-12312. doi: 10.1074/jbc.REV119.007422. Epub 2019 Jul 2.
Sulfur is present in the amino acids cysteine and methionine and in a large range of essential coenzymes and cofactors and is therefore essential for all organisms. It is also a constituent of sulfate esters in proteins, carbohydrates, and numerous cellular metabolites. The sulfation and desulfation reactions modifying a variety of different substrates are commonly known as sulfation pathways. Although relatively little is known about the function of most sulfated metabolites, the synthesis of activated sulfate used in sulfation pathways is essential in both animal and plant kingdoms. In humans, mutations in the genes encoding the sulfation pathway enzymes underlie a number of developmental aberrations, and in flies and worms, their loss-of-function is fatal. In plants, a lower capacity for synthesizing activated sulfate for sulfation reactions results in dwarfism, and a complete loss of activated sulfate synthesis is also lethal. Here, we review the similarities and differences in sulfation pathways and associated processes in animals and plants, and we point out how they diverge from bacteria and yeast. We highlight the open questions concerning localization, regulation, and importance of sulfation pathways in both kingdoms and the ways in which findings from these "red" and "green" experimental systems may help reciprocally address questions specific to each of the systems.
3. Preparation, structure and activity of polysaccharide phosphate esters
Shiyang Zhou, Gangliang Huang Biomed Pharmacother. 2021 Dec;144:112332. doi: 10.1016/j.biopha.2021.112332. Epub 2021 Oct 19.
Polysaccharides have anti-virus, anti-cancer, anti-oxidation, immune regulation, hypoglycemia and other biological activities. Because of their safety, fewer side effects and other advantages, polysaccharides are considered as ideal raw materials in food and drugs. The biological activity of polysaccharides can be improved by structural modification (such as sulfation, carboxymethylation, phosphorylation, etc.), and even new biological activity can be generated. In this review, the recent advances in the phosphorylation of polysaccharides were reviewed from the perspectives of modification methods, structures, biological activities and structure-activity relationships.
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