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Cys(Npys)-(Arg)9

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It is a peptide composed of 9 arginine residues synthesized from an activated cysteine residue C(Npys), where Npys is 3-Nitro-2-pyridinesulfenyl protective cysteine. The S(Npys) group of this cysteine-containing 9R is capable of reacting selectively with the free thiol group of another cysteine-containing peptide to form an unsymmetrical disulfide bond. Coupling of sulfhydrils has been studied as an effective means to deliver/release therapeutic agents such as siRNA in the reducing environment within the cell.

Category

Functional Peptides

Catalog number

BAT-013307

CAS number

1417221-06-7

Molecular Formula

C62H118N40O12S2

Molecular Weight

1679.99

Specification

IUPAC Name

(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2R)-2-amino-3-[(3-nitropyridin-2-yl)disulfanyl]propanoyl]amino]-5-carbamimidamidopentanoyl]amino]-5-carbamimidamidopentanoyl]amino]-5-carbamimidamidopentanoyl]amino]-5-carbamimidamidopentanoyl]amino]-5-carbamimidamidopentanoyl]amino]-5-carbamimidamidopentanoyl]amino]-5-carbamimidamidopentanoyl]amino]-5-carbamimidamidopentanoyl]amino]-5-carbamimidamidopentanamide

Synonyms

H-Cys(Nyps)-Arg-Arg-Arg-Arg-Arg-Arg-Arg-Arg-Arg-NH2; S-(3-nitropyridin-2-yl)sulfanyl-L-cysteinyl-L-arginyl-L-arginyl-L-arginyl-L-arginyl-L-arginyl-L-arginyl-L-arginyl-L-arginyl-L-argininamide

Appearance

Lyophilized Solid

Purity

≥95%

Density

1.6±0.1 g/cm3

Sequence

C(Npys)RRRRRRRRR-NH2

Storage

Store at -20°C

Solubility

Soluble in water for a solution up to 2 mg/ml, otherwise acetonitrile is recommended. Avoid repeated freezing and thawing.

InChI

InChI=1S/C62H118N40O12S2/c63-32(31-115-116-53-42(102(113)114)20-10-21-83-53)44(104)94-34(12-2-23-85-55(67)68)46(106)96-36(14-4-25-87-57(71)72)48(108)98-38(16-6-27-89-59(75)76)50(110)100-40(18-8-29-91-61(79)80)52(112)101-41(19-9-30-92-62(81)82)51(111)99-39(17-7-28-90-60(77)78)49(109)97-37(15-5-26-88-58(73)74)47(107)95-35(13-3-24-86-56(69)70)45(105)93-33(43(64)103)11-1-22-84-54(65)66/h10,20-21,32-41H,1-9,11-19,22-31,63H2,(H2,64,103)(H,93,105)(H,94,104)(H,95,107)(H,96,106)(H,97,109)(H,98,108)(H,99,111)(H,100,110)(H,101,112)(H4,65,66,84)(H4,67,68,85)(H4,69,70,86)(H4,71,72,87)(H4,73,74,88)(H4,75,76,89)(H4,77,78,90)(H4,79,80,91)(H4,81,82,92)/t32-,33-,34-,35-,36-,37-,38-,39-,40-,41-/m0/s1

InChI Key

IJZUWTDQAPPMMA-CJSHHNLHSA-N

Canonical SMILES

C1=CC(=C(N=C1)SSCC(C(=O)NC(CCCNC(=N)N)C(=O)NC(CCCNC(=N)N)C(=O)NC(CCCNC(=N)N)C(=O)NC(CCCNC(=N)N)C(=O)NC(CCCNC(=N)N)C(=O)NC(CCCNC(=N)N)C(=O)NC(CCCNC(=N)N)C(=O)NC(CCCNC(=N)N)C(=O)NC(CCCNC(=N)N)C(=O)N)N)[N+](=O)[O-]