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Merck

545996

Seleno-L-cystine

95%, for peptide synthesis

Sinónimos:

(R,R)-3,3′-Diseleno-bis(2-aminopropionic acid), L-Selenocystine

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250 MG

MXP 3,835.00

1 G

MXP 6,526.00

MXP 3,835.00

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Fórmula lineal:
CO2HCH(NH2)CH2(Se)2CH2CH(NH2)CO2H
Número CAS:
29621-88-3
Peso molecular:
334.09
NACRES:
NA.22
PubChem Substance ID:
24878867
UNSPSC Code:
12352209
MDL number:
MFCD00800971
Beilstein/REAXYS Number:
1969559

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Nombre del producto

Seleno-L-cystine, 95%

InChI

1S/C6H12N2O4Se2/c7-3(5(9)10)1-13-14-2-4(8)6(11)12/h3-4H,1-2,7-8H2,(H,9,10)(H,11,12)/t3-,4-/m0/s1

SMILES string

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

InChI key

JULROCUWKLNBSN-IMJSIDKUSA-N

assay

95%

form

powder or crystals

optical activity

[α]20/D −28°, c = 1 in NaOH

reaction suitability

reaction type: solution phase peptide synthesis

mp

224.5-229.5 °C (lit.)

application(s)

peptide synthesis

storage temp.

2-8°C

Quality Level

100

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1 of 4

Este artículo
30200C760296738
Seleno-L-cystine 95%

Sigma-Aldrich

545996

Seleno-L-cystine

L-Cystine ≥99.7% (TLC)

Sigma-Aldrich

30200

L-Cystine

L-Cystine from non-animal source, meets EP testing specifications, suitable for cell culture, 98.5-101.0%

Sigma-Aldrich

C7602

L-Cystine

(R)-(+)-5,5′-Dichloro-2,2′-bis(diphenylphosphino)-6,6′-dimethoxy-1,1′-biphenyl ≥95.0% (H-NMR)

Sigma-Aldrich

96738

(R)-(+)-5,5′-Dichloro-2,2′-bis(diphenylphosphino)-6,6′-dimethoxy-1,1′-biphenyl

form

powder or crystals

form

powder or crystals

form

powder

form

crystals

assay

95%

assay

≥99.7% (TLC)

assay

98.5-101.0%

assay

≥95.0% (H-NMR)

storage temp.

2-8°C

storage temp.

-

storage temp.

-

storage temp.

-

mp

224.5-229.5 °C (lit.)

mp

>240 °C (dec.) (lit.)

mp

>240 °C (dec.) (lit.)

mp

-

optical activity

[α]20/D −28°, c = 1 in NaOH

optical activity

[α]20/D −219±5°, c = 1% in 1 M HCl

optical activity

-

optical activity

[α]/D +59±4°, c = 1% in chloroform

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

100

Application

Seleno-L-cystine can be used for the synthesis of:
  • Biologically active selenol compounds.[1]
  • Non-natural selenylated diamino acids.[2]

signalword

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - STOT RE 2

Clase de almacenamiento

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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Certificados de análisis (COA)

Lot/Batch Number
MKCX4617
MKCV7076
MKCS0705
MKCR0273
MKCM2257

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Synthesis of novel Se-substituted selenocysteine derivatives as potential kidney selective prodrugs of biologically active selenol compounds: evaluation of kinetics of ?-elimination reactions in rat renal cytosol
Andreadou I, et al.
Journal of Medicinal Chemistry, 39(10), 2040-2046 (1996)
Novel selenium-containing non-natural diamino acids
Caputo R, et al.
Tetrahedron Letters, 48(8), 1425-1427 (2007)
Andrzej Gawor et al.
Animals : an open access journal from MDPI, 10(5) (2020-05-13)
Identification and quantification of the selenium species in biological tissues is imperative, considering the need to properly understand its metabolism and its importance in various field of sciences, especially nutrition science. Although a number of studies deals with the speciation
I Andreadou et al.
Journal of medicinal chemistry, 39(10), 2040-2046 (1996-05-10)
Eighteen Se-substituted selenocysteine derivatives were synthesized as potential kidney selective prodrugs which can be activated by renal cysteine conjugate beta-lyase to selenium-containing chemoprotectants or antitumor agents. Selenocysteine derivatives with aliphatic and benzylic Se-substituents were synthesized by reducing selenocystine to selenocysteine
Tianfeng Chen et al.
Journal of agricultural and food chemistry, 56(22), 10574-10581 (2008-10-31)
Selenocystine (SeC) is a nutritionally available selenoamino acid with selective anticancer effects on a number of human cancer cell lines. The present study shows that SeC inhibited the proliferation of human breast adenocarcinoma MCF-7 cells in a time- and dose-dependent
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Questions

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  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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