Chemistry:Selenocystine

Selenocystine
Identifiers
CAS Number	L: 29621-88-3; DL: 2897-21-4; D: 26932-45-6;
3D model (JSmol)	L: Interactive image; DL: Interactive image; D: Interactive image;
Beilstein Reference	1969559
ChEBI	DL: CHEBI:28553;
ChemSpider	L: 179613; DL: 14376;
EC Number	L: 608-382-6; DL: 636-685-3;
KEGG	L: C05704;
PubChem CID	L: 207306; DL: 15104; D: 33648;
UNII	L: 261B157KR8; DL: 493154PTZ7; D: 36B4M60N9C;
	InChI 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 Key: JULROCUWKLNBSN-IMJSIDKUSA-N; DL: 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) Key: JULROCUWKLNBSN-UHFFFAOYSA-N; D: 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-/m1/s1 Key: JULROCUWKLNBSN-QWWZWVQMSA-N;
	SMILES L: C([C@@H](C(=O)O)N)[Se][Se]C[C@@H](C(=O)O)N; DL: C(C(C(=O)O)N)[Se][Se]CC(C(=O)O)N; D: C([C@H](C(=O)O)N)[Se][Se]C[C@H](C(=O)O)N;
Properties
Chemical formula	C6H12N2O4Se2
Molar mass	334.114 g·mol−1
Appearance	white solid
Melting point	222 °C (432 °F; 495 K)
Hazards
GHS pictograms
GHS Signal word	Danger
GHS hazard statements	H301, H331, H373, H410
GHS precautionary statements	P260, P261, P264, P270, P271, P273, P301+316Script error: No such module "Preview warning".Category:GHS errors, P304+340, P316Script error: No such module "Preview warning".Category:GHS errors, P319Script error: No such module "Preview warning".Category:GHS errors, P321, P330, P391, P403+233, P405, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	Infobox references

Selenocystine is the amino acid with the formula (HO
2CCH(NH
2)CH
2Se)
2. It is the oxidized derivative of the canonical amino acid selenocysteine (HO
2CCH(NH
2)CH
2SeH). The compound can also be prepared synthetically from serine.^[2] Because selenocysteine is not easily isolated or handled, it is often generated by reduction of selenocystine in situ.^[3] The selenium–selenium bond length is 2.321 Å, which is 14% longer than the disulfide bond in cystine at 2.040 Å.^[4]

References

↑ "L-Selenocystine" (in en). https://pubchem.ncbi.nlm.nih.gov/compound/207306#section=Safety-and-Hazards.
↑ Muttenthaler, Markus; Alewood, Paul F. (2008). "Selenopeptide chemistry". Journal of Peptide Science 14 (12): 1223–1239. doi:10.1002/psc.1075. PMID 18951416.
↑ Tapiero, H.; Townsend, D.M; Tew, K.D (2003). "The antioxidant role of selenium and seleno-compounds". Biomedicine & Pharmacotherapy 57 (3–4): 134–144. doi:10.1016/S0753-3322(03)00035-0. PMID 12818475.
↑ Görbitz, Carl Henrik; Levchenko, Vladimir; Semjonovs, Jevgenijs; Sharif, Mohamed Yusuf (2015). "Crystal structure of seleno-L-cystine dihydrochloride". Acta Crystallogr. E 71 (Pt 6): 726–729. doi:10.1107/S205698901501021X. PMID 26090162.

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Original source: https://en.wikipedia.org/wiki/Selenocystine. Read more

[1] "L-Selenocystine" (in en). https://pubchem.ncbi.nlm.nih.gov/compound/207306#section=Safety-and-Hazards.

[2] Muttenthaler, Markus; Alewood, Paul F. (2008). "Selenopeptide chemistry". Journal of Peptide Science 14 (12): 1223–1239. doi:10.1002/psc.1075. PMID 18951416.

[3] Tapiero, H.; Townsend, D.M; Tew, K.D (2003). "The antioxidant role of selenium and seleno-compounds". Biomedicine & Pharmacotherapy 57 (3–4): 134–144. doi:10.1016/S0753-3322(03)00035-0. PMID 12818475.

[4] Görbitz, Carl Henrik; Levchenko, Vladimir; Semjonovs, Jevgenijs; Sharif, Mohamed Yusuf (2015). "Crystal structure of seleno-L-cystine dihydrochloride". Acta Crystallogr. E 71 (Pt 6): 726–729. doi:10.1107/S205698901501021X. PMID 26090162.

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Identifiers

CAS Number	L: 29621-88-3 DL: 2897-21-4 D: 26932-45-6
3D model (JSmol)	L: Interactive image DL: Interactive image D: Interactive image
Beilstein Reference	1969559
ChEBI	DL: CHEBI:28553
ChemSpider	L: 179613 DL: 14376
EC Number	L: 608-382-6 DL: 636-685-3
KEGG	L: C05704
PubChem CID	L: 207306 DL: 15104 D: 33648
UNII	L: 261B157KR8 DL: 493154PTZ7 D: 36B4M60N9C
InChI 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 Key: JULROCUWKLNBSN-IMJSIDKUSA-N DL: 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) Key: JULROCUWKLNBSN-UHFFFAOYSA-N D: 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-/m1/s1 Key: JULROCUWKLNBSN-QWWZWVQMSA-N
SMILES L: C([C@@H](C(=O)O)N)[Se][Se]C[C@@H](C(=O)O)N DL: C(C(C(=O)O)N)[Se][Se]CC(C(=O)O)N D: C([C@H](C(=O)O)N)[Se][Se]C[C@H](C(=O)O)N
Properties
Chemical formula	C₆H₁₂N₂O₄Se₂
Molar mass	334.114 g·mol⁻¹
Appearance	white solid
Melting point	222 °C (432 °F; 495 K)
Hazards
GHS pictograms
GHS Signal word	Danger
GHS hazard statements	H301, H331, H373, H410
GHS precautionary statements	P260, P261, P264, P270, P271, P273, P301+316Script error: No such module "Preview warning".Category:GHS errors, P304+340, P316Script error: No such module "Preview warning".Category:GHS errors, P319Script error: No such module "Preview warning".Category:GHS errors, P321, P330, P391, P403+233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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