Compound monograph
DSIP
DSIP is a synthetic nonapeptide, Trp-Ala-Gly-Gly-Asp-Ala-Ser-Gly-Glu, first isolated and sequenced in 1978.
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Identity & nomenclature
DSIP is a synthetic nonapeptide, Trp-Ala-Gly-Gly-Asp-Ala-Ser-Gly-Glu, first isolated and sequenced in 1978.
The name records the context in which the peptide was originally isolated and does not describe a verified property of the material. The peptide was isolated from the extracorporeal dialysate of cerebral venous blood in rabbits and named at that time. A molecular weight of 849 is reported in the source literature, consistent with the PubChem record.
Declared aliases and development codes: DSIP, Delta-sleep-inducing peptide.
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Molecular properties
| Molecular formula | C35H48N10O15 |
|---|---|
| Molecular mass | 848.8 Da |
| CAS Registry Number | 62568-57-4 |
| PubChem CID | 68816 |
| UNII | YN28Z5YZ73 |
| One-letter sequence | WAGGDASGE |
| Three-letter sequence | Trp–Ala–Gly–Gly–Asp–Ala–Ser–Gly–Glu |
Nonapeptide Trp-Ala-Gly-Gly-Asp-Ala-Ser-Gly-Glu, determined by amino acid analysis and sequence determination in the original isolation report.
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Structural characteristics
The original report describes synthesis of the nonapeptide together with five possible metabolic fragments, two nonapeptide analogues with one and two amino acid exchanges, and a related tripeptide. It records that the aspartyl residue at position 5 must be in the alpha-aspartyl form: the report states that only the pure alpha-aspartyl peptide showed the described activity, in contrast to its beta-Asp isomer.
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Molecular targets & mechanisms
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Analytical considerations
The alpha-aspartyl versus beta-aspartyl distinction at position 5 is an identity consideration, not merely a synthesis detail: the two isomers share a molecular formula and mass, so mass spectrometry alone does not distinguish them and a sequence- or separation-based method is required. The single tryptophan residue provides a UV chromophore near 280 nm.
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Verified bibliography
- The delta EEG (sleep)-inducing peptide (DSIP). XI. Amino-acid analysis, sequence, synthesis and activity of the nonapeptide.current
Schoenenberger GA, Maier PF, Tobler HJ, Wilson K, Monnier M
Pflugers Archiv : European journal of physiology · 1978-09-06 · Journal Article
- Delta-sleep-inducing peptide (DSIP): a review.current
Graf MV, Kastin AJ
Neuroscience and biobehavioral reviews · 1984 · Review
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Methodology & citation verification
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