DOI: 10.1016/0014-5793(88)80838-x. Dopamine β‐hydroxylase from bovine adrenal medulla contains covalently‐bound pyrroloquinoline quinone

Dopamine β‐hydroxylase from bovine adrenal medulla contains covalently‐bound pyrroloquinoline quinone

10.1016/0014-5793(88)80838-x

Crossref journal-article

Wiley

FEBS Letters (311)

Abstract

Treatment of homogeneous dopamine β‐hydroxylase (DBH) preparations from bovine adrenals with the inhibitor phenylhydrazine (PH) changed the structureless absorption spectrum of DBH into spectra with a maximum at 350 nm. A product with this absorption spectrum could be detached with pronase, enabling its isolation. It appeared to be the C(5) hydrazone of pyrroloquinoline quinone (PQQ) and PH, as judged from its properties and the fact that it could be transformed into PQQ itself. From the yield obtained a ratio of 0.85 PQQ per enzyme subunit was calculated. In contrast to copper‐quinoprotein amine oxidases (EC 1.4.3.6), hydrazone formation in DBH did not require saturation of the mixture with O2. DBH is the first copper‐quinoprotein hydroxylase found so far. The implications of this finding for the current views on mechanism of action and inhibition by hydrazines are discussed. The success of the recently developed ‘hydrazine method’ [(1987) FEBS Lett. 221, 299‐304] for all different types of amine oxidoreductases, suggest that the method could also be applied to other enzymes for which hydrazines are inhibitors and where the identity of the cofactors has not been established or the presence of PQQ is suspected.

Authors 3

Robert A. van der Meer (first)
Jacob A. Jongejan (additional)
Johannis A. Duine (additional)

References 16 Referenced 47

10.1021/bi00330a004
10.1016/0003-9861(87)90563-7
10.1016/0014-5793(84)81333-2
10.1111/j.1432-1033.1986.tb10461.x
10.1016/0014-5793(86)81350-3
10.1042/bj2390789
10.1016/0014-5793(87)80944-4
10.1111/j.1432-1033.1979.tb12881.x
1967 John Wiley and Sons New York L.F. Fieser M. Fieser Reagents for Organic and Synthesis
10.1016/0014-5793(74)80629-0
{'key': 'e_1_2_1_12_1', 'first-page': '151', 'volume': '2', 'author': 'Skotland T.', 'year': '1979', 'journal-title': 'Inorg. Perspect. Biol. Med.'} / Inorg. Perspect. Biol. Med. by Skotland T. (1979)
10.1111/j.1432-1033.1976.tb10047.x
10.1016/S0021-9258(17)38530-7
10.1021/bi00391a013
10.1016/S0021-9258(19)69620-1
10.1111/j.1432-1033.1982.tb06652.x

Dates

Type	When
Created	23 years, 1 month ago (July 25, 2002, 3:45 a.m.)
Deposited	1 year, 11 months ago (Sept. 15, 2023, 9:03 p.m.)
Indexed	3 days, 11 hours ago (Sept. 4, 2025, 10:17 a.m.)
Issued	37 years, 4 months ago (April 25, 1988)
Published	37 years, 4 months ago (April 25, 1988)
Published Online	23 years, 10 months ago (Oct. 19, 2001)
Published Print	37 years, 4 months ago (April 25, 1988)

Funders 0

None

BibTeX

@article{van_der_Meer_1988, title={Dopamine β‐hydroxylase from bovine adrenal medulla contains covalently‐bound pyrroloquinoline quinone}, volume={231}, ISSN={1873-3468}, url={http://dx.doi.org/10.1016/0014-5793(88)80838-x}, DOI={10.1016/0014-5793(88)80838-x}, number={2}, journal={FEBS Letters}, publisher={Wiley}, author={van der Meer, Robert A. and Jongejan, Jacob A. and Duine, Johannis A.}, year={1988}, month=apr, pages={303–307} }

JSON

{
  "indexed": {
    "date-parts": [
      [
        2025,
        9,
        4
      ]
    ],
    "date-time": "2025-09-04T14:17:43Z",
    "timestamp": 1756995463816
  },
  "reference-count": 16,
  "publisher": "Wiley",
  "issue": "2",
  "license": [
    {
      "start": {
        "date-parts": [
          [
            2001,
            10,
            19
          ]
        ],
        "date-time": "2001-10-19T00:00:00Z",
        "timestamp": 1003449600000
      },
      "content-version": "vor",
      "delay-in-days": 4925,
      "URL": "http://onlinelibrary.wiley.com/termsAndConditions#vor"
    }
  ],
  "content-domain": {
    "domain": [],
    "crossmark-restriction": false
  },
  "published-print": {
    "date-parts": [
      [
        1988,
        4,
        25
      ]
    ]
  },
  "abstract": "<jats:p>Treatment of homogeneous dopamine \u03b2\u2010hydroxylase (DBH) preparations from bovine adrenals with the inhibitor phenylhydrazine (PH) changed the structureless absorption spectrum of DBH into spectra with a maximum at 350 nm. A product with this absorption spectrum could be detached with pronase, enabling its isolation. It appeared to be the C(5) hydrazone of pyrroloquinoline quinone (PQQ) and PH, as judged from its properties and the fact that it could be transformed into PQQ itself. From the yield obtained a ratio of 0.85 PQQ per enzyme subunit was calculated. In contrast to copper\u2010quinoprotein amine oxidases (EC 1.4.3.6), hydrazone formation in DBH did not require saturation of the mixture with O<jats:sub>2</jats:sub>. DBH is the first copper\u2010quinoprotein hydroxylase found so far. The implications of this finding for the current views on mechanism of action and inhibition by hydrazines are discussed. The success of the recently developed \u2018hydrazine method\u2019 [(1987) FEBS Lett. 221, 299\u2010304] for all different types of amine oxidoreductases, suggest that the method could also be applied to other enzymes for which hydrazines are inhibitors and where the identity of the cofactors has not been established or the presence of PQQ is suspected.</jats:p>",
  "DOI": "10.1016/0014-5793(88)80838-x",
  "type": "journal-article",
  "created": {
    "date-parts": [
      [
        2002,
        7,
        25
      ]
    ],
    "date-time": "2002-07-25T07:45:58Z",
    "timestamp": 1027583158000
  },
  "page": "303-307",
  "source": "Crossref",
  "is-referenced-by-count": 47,
  "title": "Dopamine \u03b2\u2010hydroxylase from bovine adrenal medulla contains covalently\u2010bound pyrroloquinoline quinone",
  "prefix": "10.1002",
  "volume": "231",
  "author": [
    {
      "given": "Robert A.",
      "family": "van der Meer",
      "sequence": "first",
      "affiliation": []
    },
    {
      "given": "Jacob A.",
      "family": "Jongejan",
      "sequence": "additional",
      "affiliation": []
    },
    {
      "given": "Johannis A.",
      "family": "Duine",
      "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": "10.1021/bi00330a004"
    },
    {
      "key": "e_1_2_1_3_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1016/0003-9861(87)90563-7"
    },
    {
      "key": "e_1_2_1_4_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1016/0014-5793(84)81333-2"
    },
    {
      "key": "e_1_2_1_5_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1111/j.1432-1033.1986.tb10461.x"
    },
    {
      "key": "e_1_2_1_6_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1016/0014-5793(86)81350-3"
    },
    {
      "key": "e_1_2_1_7_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1042/bj2390789"
    },
    {
      "key": "e_1_2_1_8_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1016/0014-5793(87)80944-4"
    },
    {
      "key": "e_1_2_1_9_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1111/j.1432-1033.1979.tb12881.x"
    },
    {
      "key": "e_1_2_1_10_1",
      "unstructured": "1967 John Wiley and Sons New York L.F. Fieser M. Fieser Reagents for Organic and Synthesis"
    },
    {
      "key": "e_1_2_1_11_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1016/0014-5793(74)80629-0"
    },
    {
      "key": "e_1_2_1_12_1",
      "first-page": "151",
      "volume": "2",
      "author": "Skotland T.",
      "year": "1979",
      "journal-title": "Inorg. Perspect. Biol. Med."
    },
    {
      "key": "e_1_2_1_13_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1111/j.1432-1033.1976.tb10047.x"
    },
    {
      "key": "e_1_2_1_14_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1016/S0021-9258(17)38530-7"
    },
    {
      "key": "e_1_2_1_15_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/bi00391a013"
    },
    {
      "key": "e_1_2_1_16_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1016/S0021-9258(19)69620-1"
    },
    {
      "key": "e_1_2_1_17_1",
      "doi-asserted-by": "publisher",
      "DOI": "10.1111/j.1432-1033.1982.tb06652.x"
    }
  ],
  "container-title": "FEBS Letters",
  "original-title": [],
  "language": "en",
  "link": [
    {
      "URL": "https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1016%2F0014-5793%2888%2980838-X",
      "content-type": "application/pdf",
      "content-version": "vor",
      "intended-application": "text-mining"
    },
    {
      "URL": "https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1016%2F0014-5793(88)80838-X",
      "content-type": "unspecified",
      "content-version": "vor",
      "intended-application": "text-mining"
    },
    {
      "URL": "https://febs.onlinelibrary.wiley.com/doi/pdf/10.1016/0014-5793%2888%2980838-X",
      "content-type": "unspecified",
      "content-version": "vor",
      "intended-application": "similarity-checking"
    }
  ],
  "deposited": {
    "date-parts": [
      [
        2023,
        9,
        16
      ]
    ],
    "date-time": "2023-09-16T01:03:23Z",
    "timestamp": 1694826203000
  },
  "score": 1,
  "resource": {
    "primary": {
      "URL": "https://febs.onlinelibrary.wiley.com/doi/10.1016/0014-5793%2888%2980838-X"
    }
  },
  "subtitle": [],
  "short-title": [],
  "issued": {
    "date-parts": [
      [
        1988,
        4,
        25
      ]
    ]
  },
  "references-count": 16,
  "journal-issue": {
    "issue": "2",
    "published-print": {
      "date-parts": [
        [
          1988,
          4,
          25
        ]
      ]
    }
  },
  "alternative-id": [
    "10.1016/0014-5793(88)80838-X"
  ],
  "URL": "http://dx.doi.org/10.1016/0014-5793(88)80838-X",
  "relation": {},
  "ISSN": [
    "0014-5793",
    "1873-3468"
  ],
  "subject": [],
  "container-title-short": "FEBS Letters",
  "published": {
    "date-parts": [
      [
        1988,
        4,
        25
      ]
    ]
  }
}