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A2646

Sigma-Aldrich

D-Arginine

≥98% (TLC)

Synonym(s):

(R)-2-Amino-5-guanidinopentanoic acid

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About This Item

Linear Formula:
H2NC(=NH)NH(CH2)3CH(NH2)CO2H
CAS Number:
157-06-2
Molecular Weight:
174.20
Beilstein:
1725412
EC Number:
205-866-5
MDL number:
MFCD00063116
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24890684
NACRES:
NA.32

Quality Level

200

Assay

≥98% (TLC)

form

powder

technique(s)

ligand binding assay: suitable

color

white to off-white

mp

226 °C (dec.) (lit.)

application(s)

peptide synthesis

SMILES string

N[C@H](CCCNC(N)=N)C(O)=O

InChI

1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/t4-/m1/s1

InChI key

ODKSFYDXXFIFQN-SCSAIBSYSA-N

Gene Information

rat ... Ppm1a(24666)

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General description

Arginine (Arg) is a dibasic amino acid and exists as two enantiomers: D-Arg and L-Arg. D-Arg is a cationic endogenous amino acid and is found in the central nervous system.

Application

D-Arginine has been used:
  • as an organic substrate to study the metabolic versatility of freshwater sedimentary archaea feeding on different organic carbon sources
  • to study its role in the inhibition of Pseudorabies virus (PRV) plaque formation by arginase
  • as a reference standard for chromatographic separation

Biochem/physiol Actions

D-Arginine is a semi-essential amino acid that maintains cell death in the central nervous system (CNS). It may possess neuroprotective actions against glucocorticoids induced neurotoxicity in the CNS.

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Bridget E Fomenky et al.
Scientific reports, 8(1), 14147-14147 (2018-09-22)
This study investigated the effect of supplementing the diet of calves with two direct fed microbials (DFMs) (Saccharomyces cerevisiae boulardii CNCM I-1079 (SCB) and Lactobacillus acidophilus BT1386 (LA)), and an antibiotic growth promoter (ATB). Thirty-two dairy calves were fed a
Ji Huang et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 32(10), 5520-5531 (2018-05-03)
Type-II l-arginine:ureahydrolase, arginase-II (Arg-II), is abundantly expressed in the kidney. The physiologic role played by Arg-II in the kidney remains unknown. Herein, we report that in mice that are deficient in Arg-II (Arg-II-/-), total and membrane-associated aquaporin-2 (AQP2) protein levels
Xiaobo Zhou et al.
Experimental cell research, 359(1), 195-204 (2017-07-29)
Preeclampsia(PE) is a pregnancy complication that is diagnosed by the new onset of hypertension and proteinuria. The etiology of PE remains unclear; however, growing evidence indicates that mitochondrial impairment contributes to the pathogenesis. Therefore, we aim to investigate the function
M Griselda Canteros
Drug discovery today, 19(5), 627-636 (2013-11-21)
In humans, as in other mammals, endogenous glucocorticoids (GCs) are essential for adapting to physiological life stress. They are also crucial for the healthy development of the fetus. However, when the physiological concentrations of GCs increase over a long period
Federica Lazzari et al.
Polymers, 12(4) (2020-04-17)
D- and L-arginine-based polyamidoamino acids, called D- and L-ARGO7, retain the chirality and acid/base properties of the parent -amino acids and show pH-dependent self-structuring in water. The ability of the ARGO7 chiral isomers to selectively interact with chiral biomolecules and/or
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