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MilliporeSigma

C9625

L-Carnosine

~99%

Synonym(s):

β-Alanyl-L-histidine

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About This Item

Empirical Formula (Hill Notation):
C9H14N4O3
CAS Number:
305-84-0
Molecular Weight:
226.23
NACRES:
NA.26
PubChem Substance ID:
24893178
UNSPSC Code:
12352209
EC Number:
206-169-9
MDL number:
MFCD00005207
Beilstein/REAXYS Number:
87671

Key Documents

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Product Name

L-Carnosine, ~99%, crystalline

InChI key

CQOVPNPJLQNMDC-ZETCQYMHSA-N

InChI

1S/C9H14N4O3/c10-2-1-8(14)13-7(9(15)16)3-6-4-11-5-12-6/h4-5,7H,1-3,10H2,(H,11,12)(H,13,14)(H,15,16)/t7-/m0/s1

SMILES string

NCCC(=O)N[C@@H](Cc1c[nH]cn1)C(O)=O

assay

~99%

form

crystalline

color

white to off-white

mp

253 °C (dec.) (lit.)

application(s)

cell analysis

storage temp.

−20°C

Quality Level

200

Gene Information

human ... CA1(759), CA2(760)

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Show Differences

1 of 4

This Item
A0878M9005P2534
L-Carnosine ~99%, crystalline

Sigma-Aldrich

C9625

L-Carnosine

Ala-Gly

Sigma-Aldrich

A0878

Ala-Gly

3-Methyl-L-histidine

Sigma-Aldrich

M9005

3-Methyl-L-histidine

Poly-L-histidine hydrochloride mol wt ≥5000

Sigma-Aldrich

P2534

Poly-L-histidine hydrochloride

form

crystalline

form

powder

form

powder

form

powder

assay

~99%

assay

≥99% (TLC)

assay

≥98% (TLC)

assay

-

storage temp.

−20°C

storage temp.

−20°C

storage temp.

-

storage temp.

−20°C

color

white to off-white

color

white

color

white to off-white

color

white to very light yellow

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

200

mp

253 °C (dec.) (lit.)

mp

-

mp

254 °C

mp

-

Application

L-Carnosine has been used to study its effects as an antioxidant on meat quality of pigs.[1] It has also been used to study its effects on brain injury in a rat intracerebral hemorrhage model.[2]

Biochem/physiol Actions

L-Carosine is a dipeptide found at millimolar concentration in brain, muscle and the lens of the eye. In model systems it is a potent antioxidant that scavenges oxygen free radicals and transition metal ions. It blocks protein-protein and protein-DNA cross-links induced by hypochlorite anions and toxic aldehydes such as acetaldehyde, formaldehyde, and malondialdehyde, the primary product of lipid peroxidation. It also inhibits nonenzymatic protein glycation induced by aldose and ketose reducing sugars and inhibits the formation of toxic advanced glycation end products (AGE). These activities make it of interest in studies of aging, atherosclerosis, Alzheimer′s disease, and the secondary effects of diabetes.
Dipeptide with potent antioxidant and antiglycation activity; blocks nonenzymatic glycosylation and protein cross-linking induced by reactive aldehydes.

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000505437
0000505465
0000505465
0000505437
0000468148

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K N Roy Chengappa et al.
Schizophrenia research, 142(1-3), 145-152 (2012-10-27)
Targeting glutamatergic dysfunction provides an exciting opportunity to improve cognitive impairment in schizophrenia. One treatment approach has targeted inadequate antioxidant defenses at glutamatergic synapses. Animal and human data suggest NMDA antagonists worsen executive cognitive controls--e.g. increase perseverative responses and impair
Alexander A Boldyrev et al.
Physiological reviews, 93(4), 1803-1845 (2013-10-19)
Carnosine (β-alanyl-l-histidine) was discovered in 1900 as an abundant non-protein nitrogen-containing compound of meat. The dipeptide is not only found in skeletal muscle, but also in other excitable tissues. Most animals, except humans, also possess a methylated variant of carnosine
T L Dutka et al.
Journal of applied physiology (Bethesda, Md. : 1985), 112(5), 728-736 (2011-12-17)
There is considerable interest in potential ergogenic and therapeutic effects of increasing skeletal muscle carnosine content, although its effects on excitation-contraction (EC) coupling in human muscle have not been defined. Consequently, we sought to characterize what effects carnosine, at levels
Carnosine Attenuates Brain Oxidative Stress and Apoptosis After Intracerebral Hemorrhage in Rats
Bao-Liang
Neurochemical Research (2017)
Sanne Stegen et al.
PloS one, 10(3), e0121062-e0121062 (2015-03-25)
Muscle carnosine and its methylated form anserine are histidine-containing dipeptides. Both dipeptides have the ability to quench reactive carbonyl species and previous studies have shown that endogenous tissue levels are decreased in chronic diseases, such as diabetes. Rodent study: Skeletal
View All Related Papers

Questions

1–2 of 2 Questions  

  1. 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/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    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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