DOI: 10.1016/0014-5793(89)80027-4. Stereospecific assignment of the methyl <sup>1</sup>H NMR lines of valine and leucine in polypeptides by nonrandom <sup>13</sup>C labelling

Stereospecific assignment of the methyl 1H NMR lines of valine and leucine in polypeptides by nonrandom 13C labelling

10.1016/0014-5793(89)80027-4

Crossref journal-article

Wiley

FEBS Letters (311)

Abstract

An alternative method for the stereospecific assignment of the methyl groups of valine and leucine in the nuclear magnetic resonance (NMR) spectra of peptides and proteins is proposed, and its practical application is demonstrated with the assignment of all valine and leucine methyl groups in cyclosporin A. The method is based on the use of a mixture of fully 13C‐labelled and unlabelled glucose as the sole carbon source for the biosynthetic production of the polypeptide studied, knowledge of the independently established stereoselectivity of the reaction pathways of valine and leucine biosynthesis, and analysis of the distribution of 13C labels in the valyl and leucyl residues of the product by two‐dimensional heteronuclear NMR correlation experiments.

Bibliography

Senn, H., Werner, B., Messerle, B. A., Weber, C., Traber, R., & WÃ¼thrich, K. (1989). Stereospecific assignment of the methyl 1H NMR lines of valine and leucine in polypeptides by nonrandom 13C labelling. FEBS Letters, 249(1), 113â118. Portico.

Authors 6

H. Senn (first)
B. Werner (additional)
B.A. Messerle (additional)
C. Weber (additional)
R. Traber (additional)
K. Wüthrich (additional)

References 21 Referenced 127

10.1051/epn/19861701011
{'key': 'e_1_2_1_3_1', 'author': 'Güntert P.', 'year': '1989', 'journal-title': 'J. Am. Chem. Soc.'} / J. Am. Chem. Soc. by Güntert P. (1989)
10.1016/0022-2836(82)90008-0
10.1016/0022-2836(82)90009-2
10.1016/S0022-2836(83)80144-2
10.1002/bip.360240402
10.1016/0022-2836(88)90364-6
10.1021/bi00588a011
10.1039/c39800000304
10.1039/c39740000465
10.1021/ja00257a004
10.1016/0079-6565(88)80010-4
{'key': 'e_1_2_1_14_1', 'first-page': '28', 'volume-title': 'Cyclosporin, Progress in Allergy', 'author': 'Von Wartburg A.', 'year': '1986'} / Cyclosporin, Progress in Allergy by Von Wartburg A. (1986)
10.1016/0006-291X(83)91093-8
10.1021/ja00388a062
10.1016/0022-2364(88)90361-7
10.1021/ja00804a048
10.1016/0045-2068(71)90046-0
10.1016/0045-2068(79)90003-8
10.1128/jb.118.3.935-941.1974
10.1002/hlca.19850680319

Dates

Type	When
Created	23 years, 1 month ago (July 25, 2002, 3:45 a.m.)
Deposited	1 year, 11 months ago (Sept. 16, 2023, 9:47 a.m.)
Indexed	2 months, 1 week ago (June 26, 2025, 9:28 a.m.)
Issued	36 years, 3 months ago (May 22, 1989)
Published	36 years, 3 months ago (May 22, 1989)
Published Online	23 years, 10 months ago (Oct. 19, 2001)
Published Print	36 years, 3 months ago (May 22, 1989)

Funders 0

None

BibTeX

@article{Senn_1989, title={Stereospecific assignment of the methyl 1H NMR lines of valine and leucine in polypeptides by nonrandom 13C labelling}, volume={249}, ISSN={1873-3468}, url={http://dx.doi.org/10.1016/0014-5793(89)80027-4}, DOI={10.1016/0014-5793(89)80027-4}, number={1}, journal={FEBS Letters}, publisher={Wiley}, author={Senn, H. and Werner, B. and Messerle, B.A. and Weber, C. and Traber, R. and Wüthrich, K.}, year={1989}, month=may, pages={113–118} }

JSON

{
  "indexed": {
    "date-parts": [
      [
        2025,
        6,
        26
      ]
    ],
    "date-time": "2025-06-26T13:28:56Z",
    "timestamp": 1750944536893
  },
  "reference-count": 21,
  "publisher": "Wiley",
  "issue": "1",
  "license": [
    {
      "start": {
        "date-parts": [
          [
            2001,
            10,
            19
          ]
        ],
        "date-time": "2001-10-19T00:00:00Z",
        "timestamp": 1003449600000
      },
      "content-version": "vor",
      "delay-in-days": 4533,
      "URL": "http://onlinelibrary.wiley.com/termsAndConditions#vor"
    }
  ],
  "content-domain": {
    "domain": [],
    "crossmark-restriction": false
  },
  "published-print": {
    "date-parts": [
      [
        1989,
        5,
        22
      ]
    ]
  },
  "abstract": "<jats:p>An alternative method for the stereospecific assignment of the methyl groups of valine and leucine in the nuclear magnetic resonance (NMR) spectra of peptides and proteins is proposed, and its practical application is demonstrated with the assignment of all valine and leucine methyl groups in cyclosporin A. The method is based on the use of a mixture of fully <jats:sup>13</jats:sup>C\u2010labelled and unlabelled glucose as the sole carbon source for the biosynthetic production of the polypeptide studied, knowledge of the independently established stereoselectivity of the reaction pathways of valine and leucine biosynthesis, and analysis of the distribution of <jats:sup>13</jats:sup>C labels in the valyl and leucyl residues of the product by two\u2010dimensional heteronuclear NMR correlation experiments.</jats:p>",
  "DOI": "10.1016/0014-5793(89)80027-4",
  "type": "journal-article",
  "created": {
    "date-parts": [
      [
        2002,
        7,
        25
      ]
    ],
    "date-time": "2002-07-25T07:45:33Z",
    "timestamp": 1027583133000
  },
  "page": "113-118",
  "source": "Crossref",
  "is-referenced-by-count": 127,
  "title": "Stereospecific assignment of the methyl <sup>1</sup>H NMR lines of valine and leucine in polypeptides by nonrandom <sup>13</sup>C labelling",
  "prefix": "10.1002",
  "volume": "249",
  "author": [
    {
      "given": "H.",
      "family": "Senn",
      "sequence": "first",
      "affiliation": []
    },
    {
      "given": "B.",
      "family": "Werner",
      "sequence": "additional",
      "affiliation": []
    },
    {
      "given": "B.A.",
      "family": "Messerle",
      "sequence": "additional",
      "affiliation": []
    },
    {
      "given": "C.",
      "family": "Weber",
      "sequence": "additional",
      "affiliation": []
    },
    {
      "given": "R.",
      "family": "Traber",
      "sequence": "additional",
      "affiliation": []
    },
    {
      "given": "K.",
      "family": "W\u00fcthrich",
      "sequence": "additional",
      "affiliation": []
    }
  ],
  "member": "311",
  "published-online": {
    "date-parts": [
      [
        2001,
        10,
        19
      ]
    ]
  },
  "reference": [
    {
      "key": "e_1_2_1_2_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1051/epn/19861701011"
    },
    {
      "key": "e_1_2_1_3_1",
      "author": "G\u00fcntert P.",
      "year": "1989",
      "journal-title": "J. Am. Chem. Soc."
    },
    {
      "key": "e_1_2_1_4_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1016/0022-2836(82)90008-0"
    },
    {
      "key": "e_1_2_1_5_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1016/0022-2836(82)90009-2"
    },
    {
      "key": "e_1_2_1_6_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1016/S0022-2836(83)80144-2"
    },
    {
      "key": "e_1_2_1_7_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/bip.360240402"
    },
    {
      "key": "e_1_2_1_8_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1016/0022-2836(88)90364-6"
    },
    {
      "key": "e_1_2_1_9_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/bi00588a011"
    },
    {
      "key": "e_1_2_1_10_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1039/c39800000304"
    },
    {
      "key": "e_1_2_1_11_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1039/c39740000465"
    },
    {
      "key": "e_1_2_1_12_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/ja00257a004"
    },
    {
      "key": "e_1_2_1_13_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1016/0079-6565(88)80010-4"
    },
    {
      "key": "e_1_2_1_14_1",
      "first-page": "28",
      "volume-title": "Cyclosporin, Progress in Allergy",
      "author": "Von Wartburg A.",
      "year": "1986"
    },
    {
      "key": "e_1_2_1_15_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1016/0006-291X(83)91093-8"
    },
    {
      "key": "e_1_2_1_16_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/ja00388a062"
    },
    {
      "key": "e_1_2_1_17_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1016/0022-2364(88)90361-7"
    },
    {
      "key": "e_1_2_1_18_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/ja00804a048"
    },
    {
      "key": "e_1_2_1_19_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1016/0045-2068(71)90046-0"
    },
    {
      "key": "e_1_2_1_20_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1016/0045-2068(79)90003-8"
    },
    {
      "key": "e_1_2_1_21_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1128/jb.118.3.935-941.1974"
    },
    {
      "key": "e_1_2_1_22_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/hlca.19850680319"
    }
  ],
  "container-title": "FEBS Letters",
  "original-title": [],
  "language": "en",
  "link": [
    {
      "URL": "https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1016%2F0014-5793%2889%2980027-4",
      "content-type": "application/pdf",
      "content-version": "vor",
      "intended-application": "text-mining"
    },
    {
      "URL": "https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1016%2F0014-5793(89)80027-4",
      "content-type": "unspecified",
      "content-version": "vor",
      "intended-application": "text-mining"
    },
    {
      "URL": "https://febs.onlinelibrary.wiley.com/doi/pdf/10.1016/0014-5793%2889%2980027-4",
      "content-type": "unspecified",
      "content-version": "vor",
      "intended-application": "similarity-checking"
    }
  ],
  "deposited": {
    "date-parts": [
      [
        2023,
        9,
        16
      ]
    ],
    "date-time": "2023-09-16T13:47:17Z",
    "timestamp": 1694872037000
  },
  "score": 1,
  "resource": {
    "primary": {
      "URL": "https://febs.onlinelibrary.wiley.com/doi/10.1016/0014-5793%2889%2980027-4"
    }
  },
  "subtitle": [],
  "short-title": [],
  "issued": {
    "date-parts": [
      [
        1989,
        5,
        22
      ]
    ]
  },
  "references-count": 21,
  "journal-issue": {
    "issue": "1",
    "published-print": {
      "date-parts": [
        [
          1989,
          5,
          22
        ]
      ]
    }
  },
  "alternative-id": [
    "10.1016/0014-5793(89)80027-4"
  ],
  "URL": "http://dx.doi.org/10.1016/0014-5793(89)80027-4",
  "relation": {},
  "ISSN": [
    "0014-5793",
    "1873-3468"
  ],
  "subject": [],
  "container-title-short": "FEBS Letters",
  "published": {
    "date-parts": [
      [
        1989,
        5,
        22
      ]
    ]
  }
}