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A5006

Sigma-Aldrich

L-Arginine

≥98%

Synonym(s):

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

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About This Item

Linear Formula:
H2NC(=NH)NH(CH2)3CH(NH2)CO2H
CAS Number:
74-79-3
Molecular Weight:
174.20
Beilstein:
1725413
EC Number:
200-811-1
MDL number:
MFCD00002635
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24278014
NACRES:
NA.26
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Product Name

L-Arginine, reagent grade, ≥98%

grade

reagent grade

Quality Level

200

Assay

≥98%

form

powder

color

white

mp

222 °C (dec.) (lit.)

solubility

H2O: 50 mg/mL

application(s)

cell analysis
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-/m0/s1

InChI key

ODKSFYDXXFIFQN-BYPYZUCNSA-N

Gene Information

human ... NOS1(4842) , NOS2(4843)
rat ... Ppm1a(24666)

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Application

L-arginine has been used to study non-enzymatic gluconeogenesis.[1] It has also been used to study the effects of L-arginine supplementation on kidney and liver injury in rats with myocardial infarction.[2]

Biochem/physiol Actions

L-Arginine is a dibasic, semi-essential amino acid. It acts as a precursor for creatinine and is a natural constituent of most of the dietary proteins.[3][1]
Substrate of nitric oxide synthase, which is converted to citrulline and nitric oxide (NO). Induces insulin release by a nitric oxide-dependent mechanism.

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 1

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000411396
0000411396
0000411397
0000411397
0000375320

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Aerobic training and L-arginine supplement attenuates myocardial infarction-induced kidney and liver injury in rats via reduces oxidative stress
Kamal Ranjbar
Indian Heart Journal (2017)
Nonenzymatic gluconeogenesis-like formation of
fructose 1,6-bisphosphate in ice
Christoph B. Messner
Proceedings of the National Academy of Sciences of the USA, 7403-7407 (2017)
J.P.F. D'Mello
Amino Acids in Human Nutrition and Health (2012)
Tomas Del Olmo et al.
EMBO reports, 20(2) (2019-01-06)
RAB GTPases are central modulators of membrane trafficking. They are under the dynamic regulation of activating guanine exchange factors (GEFs) and inactivating GTPase-activating proteins (GAPs). Once activated, RABs recruit a large spectrum of effectors to control trafficking functions of eukaryotic
Krishnan Suresh Kumar et al.
European journal of medicinal chemistry, 45(11), 5474-5479 (2010-08-21)
A new series of 3-(benzylideneamino)-2-phenylquinazoline-4(3H)-ones were prepared through Schiff base formation of 3-amino-2-phenyl quinazoline-4(3)H-one with various substituted carbonyl compounds. Their chemical structures were elucidated by spectral studies. Cytotoxicity and antiviral activity were evaluated against herpes simplex virus-1 (KOS), herpes simplex
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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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