Product Name

  • Name

    DSIP

  • EINECS
  • CAS No. 62568-57-4
  • Article Data5
  • CAS DataBase
  • Density 1.458 g/cm3
  • Solubility Soluble in water at 0.5mg/ml
  • Melting Point
  • Formula C35H48N10O15
  • Boiling Point 1522.7 °C at 760 mmHg
  • Molecular Weight 848.824
  • Flash Point 874.7 °C
  • Transport Information
  • Appearance
  • Safety 22-24/25
  • Risk Codes
  • Molecular Structure Molecular Structure of 62568-57-4 (DSIP)
  • Hazard Symbols
  • Synonyms 11:PN: US20070269902 SEQID: 11 unclaimed sequence;1261: PN: US20090175821 SEQID:1547 claimed protein;1: PN: US20090142851 SEQID: 1 claimed protein;1: PN:WO0045832 PAGE: 16 claimed protein;1: PN: WO2008015768 SEQID: 1 unclaimedsequence;243: PN: WO0069900 SEQID: 1547 unclaimed sequence;2: PN: WO0045832PAGE: 16 claimed protein;2: PN: WO2004072106 SEQID: 2 claimed protein;694:PN: WO2004005342 PAGE: 46 claimed protein;DSIP nonapeptide;Emideltide;L-Glutamicacid, L-tryptophyl-L-alanylglycylglycyl-L-a-aspartyl-L-alanyl-L-serylglycyl-;L-Glutamicacid, N-[N-[N-[N-[N-[N-[N-(N-L-tryptophyl-L-alanyl)glycyl]glycyl]-L-a-aspartyl]-L-alanyl]-L-seryl]glycyl]-;L-Tryptophyl-L-alanylglycylglycyl-L-a-aspartyl-L-alanyl-L-serylglycyl-L-glutamic acid;Delta Sleep Inducing Peptide;
  • PSA 406.74000
  • LogP -1.90600

Synthetic route

Nα-Z-L-tryptophyl-L-alanyl-glycyl-glycyl-β-benzyl-L-aspartyl-L-alanyl-O-benzyl-L-seryl-glycyl-L-glutamic acid dibenzyl ester

Nα-Z-L-tryptophyl-L-alanyl-glycyl-glycyl-β-benzyl-L-aspartyl-L-alanyl-O-benzyl-L-seryl-glycyl-L-glutamic acid dibenzyl ester

Delta sleep-inducing peptide (rabbit)
62568-57-4

Delta sleep-inducing peptide (rabbit)

Conditions
ConditionsYield
With hydrogen; palladium In acetic acid; N,N-dimethyl-formamide at 20℃; for 6h;75%
With hydrogen; palladium In water; N,N-dimethyl-formamide for 7h;39%
Fmoc-Trp-Ala-Gly-Gly-Asp(OBzl)-Ala-Ser(OBzl)-Gly-Glu(OBzl)-OBzl
130738-28-2

Fmoc-Trp-Ala-Gly-Gly-Asp(OBzl)-Ala-Ser(OBzl)-Gly-Glu(OBzl)-OBzl

Delta sleep-inducing peptide (rabbit)
62568-57-4

Delta sleep-inducing peptide (rabbit)

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In N,N-dimethyl-formamide 2-4 h; Yield given;
benzyloxycarbonyltryptophanyl-alanyl-glycyl-glycyl-aspartyl-alanyl-seryl-glycyl-glutamic acid

benzyloxycarbonyltryptophanyl-alanyl-glycyl-glycyl-aspartyl-alanyl-seryl-glycyl-glutamic acid

Delta sleep-inducing peptide (rabbit)
62568-57-4

Delta sleep-inducing peptide (rabbit)

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol Yield given;
BOC-glycine
4530-20-5

BOC-glycine

N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine
35661-39-3

N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine

Fmoc-Ser(tBu)-OH
71989-33-8

Fmoc-Ser(tBu)-OH

Fmoc-(tBu)Asp-OH
71989-14-5

Fmoc-(tBu)Asp-OH

Fmoc-Glu(OtBu)-OH
71989-18-9

Fmoc-Glu(OtBu)-OH

Boc-Trp-OH
13139-14-5

Boc-Trp-OH

Delta sleep-inducing peptide (rabbit)
62568-57-4

Delta sleep-inducing peptide (rabbit)

Conditions
ConditionsYield
Stage #1: Fmoc-Glu(OtBu)-OH With methanol; N-ethyl-N,N-diisopropylamine In chloroform at 20℃; for 2h;
Stage #2: With 4-methylpiperidin In chloroform; N,N-dimethyl-formamide
Stage #3: BOC-glycine; N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine; Fmoc-Ser(tBu)-OH; Fmoc-(tBu)Asp-OH; Boc-Trp-OH Further stages;
...Expand
Delta sleep-inducing peptide (rabbit)
62568-57-4

Delta sleep-inducing peptide (rabbit)

2,5-dioxypyrrolidin-1-yl 2,5-dihydro-2,2,5,5-tetramethyl-1-oxyl-1H-pyrrole-3-carboxylate
37558-29-5

2,5-dioxypyrrolidin-1-yl 2,5-dihydro-2,2,5,5-tetramethyl-1-oxyl-1H-pyrrole-3-carboxylate

C44H60N11O17

C44H60N11O17

Conditions
ConditionsYield
With sodium hydrogencarbonate In dimethyl sulfoxide Acylation;65%
Delta sleep-inducing peptide (rabbit)
62568-57-4

Delta sleep-inducing peptide (rabbit)

A

L-alanin
56-41-7

L-alanin

B

L-serin
56-45-1

L-serin

C

L-glutamic acid
56-86-0

L-glutamic acid

D

glycine
56-40-6

glycine

Conditions
ConditionsYield
With carboxypeptidase W In water at 30℃; Kinetics;
...Expand
N-Acetylimidazole
2466-76-4

N-Acetylimidazole

Delta sleep-inducing peptide (rabbit)
62568-57-4

Delta sleep-inducing peptide (rabbit)

C37H50N10O16

C37H50N10O16

Conditions
ConditionsYield
In tetrahydrofuran; water for 1h;

Deltasleep-inducing peptide (rabbit) Specification

The Deltasleep-inducing peptide (rabbit), with the CAS registry number of 62568-57-4, is also known as Sleep inducing peptide and DISP. It belongs to the product category of Peptide. This chemical's molecular formula is C35H48N10O15 and molecular weight is 848.81. What's more, its IUPAC name is (2S)-2-[[2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[2-[[2-[[(2S)-2-[[(2S)-2-Amino-3-(1H-indol-3-yl)propanoyl]amino]propanoyl]amino]acetyl]amino]acetyl]amino]-4-hydroxy-4-oxobutanoyl]amino]propanoyl]amino]-3-hydroxypropanoyl]amino]acetyl]amino]pentanedioic acid. Besides, this chemical is a neuropeptide that when infused into the mesodiencephalic ventricle of recipient rabbits induces spindle and delta EEG activity and reduced motor activities. Its aminoacid sequence is Тrр-Аlа-Gly-Gly-Asp-Ala-Ser-Gly-Glu. And it should be stored in -20 °C.

Physical properties about Deltasleep-inducing peptide (rabbit) are: (1)ACD/LogP: -3.57; (2)# of Rule of 5 Violations: 3; (3)ACD/LogD (pH 5.5): -7.57; (4)ACD/LogD (pH 7.4): -8.14; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 25; (10)#H bond donors: 15; (11)#Freely Rotating Bonds: 27; (12)Polar Surface Area: 258.78 Å2; (13)Index of Refraction: 1.612; (14)Molar Refractivity: 202.41 cm3; (15)Molar Volume: 582.1 cm3; (16)Polarizability: 80.24×10-24 cm3; (17)Surface Tension: 72.9 dyne/cm; (18)Density: 1.458 g/cm3; (19)Flash Point: 874.7 °C; (20)Enthalpy of Vaporization: 246.54 kJ/mol; (21)Boiling Point: 1522.7 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25 °C.

Preparation: this chemical is prepared by Z-Trp-Ala-Gly-Gly-Asp(OBzl)-Ala-Ser(Bzl)-Gly-Glu(Bzl)-OBzl. The reaction needs reagent H2 and catalyst Pd black. Meanwhile, it needs solvents Dimethylformamide and H2O.The reaction time is 7 hours. The yield is about 39 %.

Uses: it is used to produce other chemicals. For example, it is used to produce C44H60N11O17. This reaction needs reagent aq. NaHCO3 and solvent Dimethylsulfoxide. The yield is about 65 %.

When you are using this chemical, please be cautious about it as the following: The dust of this chemical can not be breathed. And you should avoid contacting with skin and eyes.

You can still convert the following datas into molecular structure:
(1) SMILES: O=C(O)[C@@H](NC(=O)CNC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)CNC(=O)CNC(=O)[C@@H](NC(=O)[C@@H](N)Cc2c1ccccc1nc2)C)CC(=O)O)C)CO)CCC(=O)O
(2) InChI: InChI=1/C35H48N10O15/c1-16(41-32(56)20(36)9-18-11-37-21-6-4-3-5-19(18)21)30(54)39-12-25(47)38-13-26(48)44-23(10-29(52)53)34(58)42-17(2)31(55)45-24(15-46)33(57)40-14-27(49)43-22(35(59)60)7-8-28(50)51/h3-6,11,16-17,20,22-24,37,46H,7-10,12-15,36H2,1-2H3,(H,38,47)(H,39,54)(H,40,57)(H,41,56)(H,42,58)(H,43,49)(H,44,48)(H,45,55)(H,50,51)(H,52,53)(H,59,60)/t16-,17-,20-,22-,23-,24-/m0/s1
(3) InChIKey: ZRZROXNBKJAOKB-GFVHOAGBBZ

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