Reverse phase high pressure liquid chromatography for the separation of peptide hormone diastereoisomers

Brent Larsen; V. Viswanatha; Sai Y. Chang; Victor J. Hruby

doi:10.1093/chromsci/16.5.207

Reverse phase high pressure liquid chromatography for the separation of peptide hormone diastereoisomers

Brent Larsen, V. Viswanatha, Sai Y. Chang, Victor J. Hruby

Chemistry and Biochemistry

Research output: Contribution to journal › Article › peer-review

55 Scopus citations

Abstract

Diastereoisomers of specifically labeled oxytocin derivatives were resolved using reverse phase high pressure liquid chromatography. The peptides [1-hemi-DL-[α-²H]cystine]oxytocin, [6-hemi-DL-[α^-2H]cystine]oxytocin, [2-DL-[α^-2H]tyrosine]oxytocin and [8-DL-[2^-13C]leucine]oxytocin were readily separated using the conditions described. The diastereoisomers of the oxytocin analog [3-DL-[2^-13C]leucine]oxytocin also demonstrated baseline resolution under the same conditions. The procedure offers the investigator a rapid method for screening synthetic oxytocin peptides for undesirable diastereoisomeric by-products.

Original language	English (US)
Pages (from-to)	207-210
Number of pages	4
Journal	Journal of Chromatographic Science
Volume	16
Issue number	5
DOIs	https://doi.org/10.1093/chromsci/16.5.207
State	Published - May 1978

ASJC Scopus subject areas

Analytical Chemistry

Access to Document

10.1093/chromsci/16.5.207

Cite this

@article{3f39ea924e5a469ea57f3ccbf6c43bb1,

title = "Reverse phase high pressure liquid chromatography for the separation of peptide hormone diastereoisomers",

abstract = "Diastereoisomers of specifically labeled oxytocin derivatives were resolved using reverse phase high pressure liquid chromatography. The peptides [1-hemi-DL-[α-2H]cystine]oxytocin, [6-hemi-DL-[α-2H]cystine]oxytocin, [2-DL-[α-2H]tyrosine]oxytocin and [8-DL-[2-13C]leucine]oxytocin were readily separated using the conditions described. The diastereoisomers of the oxytocin analog [3-DL-[2-13C]leucine]oxytocin also demonstrated baseline resolution under the same conditions. The procedure offers the investigator a rapid method for screening synthetic oxytocin peptides for undesirable diastereoisomeric by-products.",

author = "Brent Larsen and V. Viswanatha and Chang, \{Sai Y.\} and Hruby, \{Victor J.\}",

note = "Funding Information: This work was supported in part by U.S. Public Health Service Grant AM-17420 (VJH) and by a Grant from the National Science Foundation (VJH). We thank Dr. N. Agarwal and Mr. J. Ormberg for the amino acid analyses of all peptides reported here. We especially thank Dr. Michael Burke for his critical reading of this manuscript.",

year = "1978",

month = may,

doi = "10.1093/chromsci/16.5.207",

language = "English (US)",

volume = "16",

pages = "207--210",

journal = "Journal of Chromatographic Science",

issn = "0021-9665",

publisher = "Oxford University Press",

number = "5",

}

TY - JOUR

T1 - Reverse phase high pressure liquid chromatography for the separation of peptide hormone diastereoisomers

AU - Larsen, Brent

AU - Viswanatha, V.

AU - Chang, Sai Y.

AU - Hruby, Victor J.

N1 - Funding Information: This work was supported in part by U.S. Public Health Service Grant AM-17420 (VJH) and by a Grant from the National Science Foundation (VJH). We thank Dr. N. Agarwal and Mr. J. Ormberg for the amino acid analyses of all peptides reported here. We especially thank Dr. Michael Burke for his critical reading of this manuscript.

PY - 1978/5

Y1 - 1978/5

N2 - Diastereoisomers of specifically labeled oxytocin derivatives were resolved using reverse phase high pressure liquid chromatography. The peptides [1-hemi-DL-[α-2H]cystine]oxytocin, [6-hemi-DL-[α-2H]cystine]oxytocin, [2-DL-[α-2H]tyrosine]oxytocin and [8-DL-[2-13C]leucine]oxytocin were readily separated using the conditions described. The diastereoisomers of the oxytocin analog [3-DL-[2-13C]leucine]oxytocin also demonstrated baseline resolution under the same conditions. The procedure offers the investigator a rapid method for screening synthetic oxytocin peptides for undesirable diastereoisomeric by-products.

AB - Diastereoisomers of specifically labeled oxytocin derivatives were resolved using reverse phase high pressure liquid chromatography. The peptides [1-hemi-DL-[α-2H]cystine]oxytocin, [6-hemi-DL-[α-2H]cystine]oxytocin, [2-DL-[α-2H]tyrosine]oxytocin and [8-DL-[2-13C]leucine]oxytocin were readily separated using the conditions described. The diastereoisomers of the oxytocin analog [3-DL-[2-13C]leucine]oxytocin also demonstrated baseline resolution under the same conditions. The procedure offers the investigator a rapid method for screening synthetic oxytocin peptides for undesirable diastereoisomeric by-products.

UR - https://www.scopus.com/pages/publications/0017847080

UR - https://www.scopus.com/inward/citedby.url?scp=0017847080&partnerID=8YFLogxK

U2 - 10.1093/chromsci/16.5.207

DO - 10.1093/chromsci/16.5.207

M3 - Article

C2 - 670372

AN - SCOPUS:0017847080

SN - 0021-9665

VL - 16

SP - 207

EP - 210

JO - Journal of Chromatographic Science

JF - Journal of Chromatographic Science

IS - 5

ER -

Reverse phase high pressure liquid chromatography for the separation of peptide hormone diastereoisomers

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this