Nα-Boc-D-arginine hydrochloride hydrate
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Nα-Boc-D-arginine hydrochloride hydrate

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Category
BOC-Amino Acids
Catalog number
BAT-007726
CAS number
204070-00-8
Molecular Formula
C11H22N4O4·HCl·H2O
Molecular Weight
328.80
Nα-Boc-D-arginine hydrochloride hydrate
IUPAC Name
(2R)-5-(diaminomethylideneamino)-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoic acid;hydrate;hydrochloride
Synonyms
Boc-D-Arg-OH HCl H2O; Boc-Arg HCl H2O; (R)-2-((tert-Butoxycarbonyl)amino)-5-guanidinopentanoic acid hydrochloride hydrate; Nalpha-(Tert-Butoxycarbonyl)-D-Arginine Hydrochloride,Hydrate; D-Arginine,N2-[(1,1-dimethylethoxy)carbonyl]-, monohydrochloride, monohydrate (9CI); Boc-D-Arg-OH HCl hydrate; Boc D Arg OH HCl H2O; Boc Arg HCl H2O; (2R)-5-(diaminomethylideneamino)-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoic acid hydrate hydrochloride
Related CAS
113712-06-4 (hydrochloride) 78603-12-0 (free base)
Appearance
White powder
Purity
≥ 98% (HPLC)
Melting Point
176 °C
Storage
Store at 2-8 °C
InChI
InChI=1S/C11H22N4O4.ClH.H2O/c1-11(2,3)19-10(18)15-7(8(16)17)5-4-6-14-9(12)13;;/h7H,4-6H2,1-3H3,(H,15,18)(H,16,17)(H4,12,13,14);1H;1H2/t7-;;/m1../s1
InChI Key
OVXLPYFDJUFEHQ-XCUBXKJBSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CCCN=C(N)N)C(=O)O.O.Cl

Nα-Boc-D-arginine hydrochloride hydrate, a specialized chemical utilized primarily in research and pharmaceutical arenas, boasts diverse applications. Here are the key applications presented with a high degree of perplexity and burstiness:

Peptide Synthesis: Serving as a cornerstone in peptide and protein synthesis, Nα-Boc-D-arginine hydrochloride hydrate plays a pivotal role. Its Boc protecting group shields the arginine residue during peptide chain assembly, thwarting undesirable side reactions. Researchers harness this compound to fabricate high-purity peptides for a myriad of biological assays and therapeutic investigations, ensuring precision and efficacy.

Pharmaceutical Development: At the forefront of drug discovery, Nα-Boc-D-arginine hydrochloride hydrate contributes significantly to the creation of peptide-based drugs and prodrugs. Its involvement in synthesizing therapeutic peptides extends to guaranteeing proper folding and functional configuration, essential for combating ailments like cancer, metabolic disorders, and infectious diseases. This compound is instrumental in pioneering novel treatments that hold promise for improved patient outcomes.

Catalysis Research: Exemplifying its versatility, Nα-Boc-D-arginine hydrochloride hydrate finds applications in studies concerning enzymatic catalysis and protein engineering. Its integration into proteins can modulate enzymatic activity, shedding light on enzyme mechanisms and substrate specificity. This application is paramount for the design and refinement of biocatalysts crucial for advancing industrial processes through innovative enzymatic solutions.

Structural Biology: Within the realm of structural biology, Nα-Boc-D-arginine hydrochloride hydrate contributes substantially to crystallization studies of proteins and peptides. By stabilizing specific regions of the molecular structure, it facilitates the formation of high-quality crystals imperative for X-ray diffraction analysis. This enables researchers to decipher intricate molecular structures and elucidate protein-ligand interactions at the atomic scale, deepening our understanding of biological complexities.

1. Bis{[amino-(iminium-yl)meth-yl]urea} tetra-kis-{2-[(di-methyl-amino)(iminium-yl)meth-yl]guanidine} di-μ6-oxido-tetra-μ3-oxido-tetra-deca-μ2-oxido-octa-oxidodeca-vanadium(V) tetra-hydrate
Aarón Pérez-Benítez, et al. IUCrdata. 2022 Jun 24;7(Pt 6):x220627. doi: 10.1107/S2414314622006277. eCollection 2022 Jun.
The title compound, (C4H12N5)4(C2H7N4O)2[V10O28]·4H2O, is a by-product obtained by reacting ammonium metavanadate(V), metformin hydro-chloride and acetic acid in the presence of sodium hypochlorite, at pH = 5. The crystal structure comprises a deca-vanadate(V) anion (V10O28)6- lying on an inversion centre in space group P , while cations and solvent water mol-ecules are placed in general positions, surrounding the anion, and forming numerous N-H⋯O and O-H⋯O hydrogen bonds. Metforminium (C4H12N5)+ and guanylurea (C2H7N4O)+ cations display the expected shape. Inter-estingly, in physiology the latter cation is known to be the main metabolite of the former one. The reported structure thus supports the role of sodium hypochlorite as an oxidizing reagent being able to degrade metformin hydro-chloride to form guanylurea.
2. Gateways to clinical trials
M Bayes, X Rabasseda, J R Prous Methods Find Exp Clin Pharmacol. 2006 Sep;28(7):451-95.
Gateways to Clinical Trials are a guide to the most recent clinical trials in current literature and congresses. The data in the following tables have been retrieved from the Clinical Trials Knowledge Area of Prous Science Integrity, the drug discovery and development portal, http://integrity.prous.com This issue focuses on the following selection of drugs: A-007, A6, adalimumab, adenosine triphosphate, alefacept, alemtuzumab, AllerVax Ragweed, amphora, anakinra, angiotensin-(1-7), anidulafungin, apomine, aripiprazole, atomoxetine hydrochloride, avanafil; BAL-8557, becatecarin, bevacizumab, biphasic insulin aspart, BMS-188797, bortezomib, bosentan, botulinum toxin type B, brivudine; Calcipotriol/betamethasone dipropionate, caspofungin acetate, catumaxomab, certolizumab pegol, cetuximab, CG-0070, ciclesonide, cinacalcet hydrochloride, clindamycin phosphate/benzoyl peroxide, cryptophycin 52, Cypher; Dabigatran etexilate, darapladib, darbepoetin alfa, decitabine, deferasirox, desloratadine, dexanabinol, dextromethorphan/quinidine sulfate, DMF, drotrecogin alfa (activated), duloxetine hydrochloride; E-7010, edaravone, efalizumab, emtricitabine, entecavir, eplerenone, erlotinib hydrochloride, escitalopram oxalate, estradiol valerate/dienogest, eszopiclone, exenatide, ezetimibe; Fondaparinux sodium, fulvestrant; Gefitinib, gestodene, GYKI-16084; Hyaluronic acid, hydralazine hydrochloride/isosorbide dinitrate; Imatinib mesylate, indiplon, insulin glargine; Juzen-taiho-to; Lamivudine/zidovudine/abacavir sulfate, L-arginine hydrochloride, lasofoxifene tartrate, L-BLP-25, lenalidomide, levocetirizine, levodopa/carbidopa/entacapone, lexatumumab, lidocaine/prilocaine, lubiprostone, lumiracoxib; MAb-14.18, mitoquidone; Natalizumab, neridronic acid, neuradiab; Olpadronic acid sodium salt, omalizumab; p53-DC vaccine, parathyroid hormone (human recombinant), peginterferon alfa-2a, peginterferon alfa-2b, pemetrexed disodium, perifosine, pimecrolimus, prasterone, prasugrel, PRO-2000, Pseudostat; R24, rasburicase, RHAMM R3 peptide, rilonacept, rosuvastatin calcium, rotavirus vaccine, rufinamide; Sabarubicin hydrochloride, SHL-749, sirolimus-eluting stent, SLx-2101, sodium butyrate, sorafenib, SU-6668; TachoSil, tadalafil, taxus, tegaserod maleate, telbivudine, tenofovir disoproxil fumarate, teriparatide, tetramethylpyrazine, teverelix, tiotropium bromide, tipifarnib, tirapazamine, tolvaptan, TransvaxTM hepatitis C vaccine, treprostinil sodium; Valganciclovir hydrochloride, valsartan/amlodipine, vandetanib, vardenafil hydrochloride hydrate, vatalanib succinate, veglin, voriconazole; Yttrium 90 (90Y) ibritumomab tiuxetan; Zileuton, zotarolimus, zotarolimus-eluting stent.
3. Chloral hydrate as a sedating agent for neurodiagnostic procedures in children
Choong Yi Fong, Wei Kang Lim, Limin Li, Nai Ming Lai Cochrane Database Syst Rev. 2021 Aug 16;8(8):CD011786. doi: 10.1002/14651858.CD011786.pub3.
Background: This is an updated version of a Cochrane Review published in 2017. Paediatric neurodiagnostic investigations, including brain neuroimaging and electroencephalography (EEG), play an important role in the assessment of neurodevelopmental disorders. The use of an appropriate sedative agent is important to ensure the successful completion of the neurodiagnostic procedures, particularly in children, who are usually unable to remain still throughout the procedure. Objectives: To assess the effectiveness and adverse effects of chloral hydrate as a sedative agent for non-invasive neurodiagnostic procedures in children.
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